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Georg Thieme Verlag KGerschienen am01.07.2014
The Science of Synthesis Editorial Board,together with the volume editors and authors, is constantly reviewing the whole field of synthetic organic chemistry as presented in Science of Synthesis and evaluating significant developments in synthetic methodology. Four annual volumes updating content across all categories ensure that you always have access to state-of-the-art synthetic methodology.

Content of this volume: Dialkyl- and Diarylmagnesiums, 1H- and 2H-Indazoles, Quinolizinium Salts and Benzo Analogues, 1,2-Diselenins, 1,4-Diselenins, Pyrimidines, Acyclic Dialkyl Selenoxides and Derivatives.
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KlappentextThe Science of Synthesis Editorial Board,together with the volume editors and authors, is constantly reviewing the whole field of synthetic organic chemistry as presented in Science of Synthesis and evaluating significant developments in synthetic methodology. Four annual volumes updating content across all categories ensure that you always have access to state-of-the-art synthetic methodology.

Content of this volume: Dialkyl- and Diarylmagnesiums, 1H- and 2H-Indazoles, Quinolizinium Salts and Benzo Analogues, 1,2-Diselenins, 1,4-Diselenins, Pyrimidines, Acyclic Dialkyl Selenoxides and Derivatives.
Details
Weitere ISBN/GTIN9783131787118
ProduktartE-Book
EinbandartE-Book
FormatPDF
Erscheinungsjahr2014
Erscheinungsdatum01.07.2014
Seiten572 Seiten
SpracheEnglisch
Dateigrösse5960
Artikel-Nr.1552278
Rubriken
Genre9200

Inhalt/Kritik

Inhaltsverzeichnis
1;Science of Synthesis: Knowledge Updates 2011/1;1
1.1;Title page;5
1.2;Imprint;7
1.3;Preface;8
1.4;Abstracts;10
1.5;Overview;14
1.6;Table of Contents;16
1.7;Volume 7: Compounds of Groups 13 and 2 (Al, Ga, In, Tl, Be ··· Ba);34
1.7.1;7.6 Product Class 6: Magnesium Compounds;34
1.7.1.1;7.6.15 Product Subclass 15: Dialkyl- and Diarylmagnesiums;34
1.7.1.1.1;Synthesis of Product Subclass 15;34
1.7.1.1.1.1;7.6.15.1 Method 1: Disproportion of Grignard Reagents;34
1.7.1.1.1.1.1;7.6.15.1.1 Variation 1: Reaction of Magnesium Metal with 2-Chlorobutane;35
1.7.1.1.1.2;7.6.15.2 Method 2: Reaction of Grignard Reagents with Organolithium Reagents;35
1.7.1.1.1.2.1;7.6.15.2.1 Variation 1: Reaction of Activated Magnesium Halides with Organolithium Reagents;36
1.7.1.1.1.3;7.6.15.3 Method 3: Reaction of Diorganomercury(II) Compounds with Magnesium Metal;37
1.7.1.1.1.4;7.6.15.4 Method 4: Reaction of Alkenes and Activated Magnesium Hydride;37
1.7.1.1.1.5;7.6.15.5 Method 5: Reaction of 1,3-Dienes with Activated Magnesium Metal;38
1.7.1.1.2;Applications of Product Subclass 15 in Organic Synthesis;39
1.7.1.1.2.1;7.6.15.6 Method 6: Reactions of Organomagnesium Compounds;39
1.7.1.1.2.2;7.6.15.7 Method 7: Reactions Involving Diorganomagnesium Compounds Obtained from 1,3-Dienes;42
1.7.1.1.2.3;7.6.15.8 Method 8: Catalysts Derived from Diorganomagnesium Compounds;43
1.7.1.1.2.4;7.6.15.9 Method 9: Miscellaneous Reactions of Diorganomagnesium Compounds;44
1.8;Volume 12: Five-Membered Hetarenes with Two Nitrogen or Phosphorus Atoms;48
1.8.1;12.2 Product Class 2: 1H- and 2H-Indazoles;48
1.8.1.1;12.2.5 1H- and 2H-Indazoles;48
1.8.1.1.1;12.2.5.1 Synthesis by Ring-Closure Reactions;49
1.8.1.1.1.1;12.2.5.1.1 By Annulation to an Arene;49
1.8.1.1.1.1.1;12.2.5.1.1.1 By Formation of One N--N and One N--C Bond;49
1.8.1.1.1.1.1.1;12.2.5.1.1.1.1 Fragments N--Arene--C and N;49
1.8.1.1.1.1.1.1.1;12.2.5.1.1.1.1.1 Method 1: From 2-Alkylanilines by Diazotization or Nitrosation;49
1.8.1.1.1.1.1.1.2;12.2.5.1.1.1.1.2 Method 2: From 2-Acylnitroarenes;50
1.8.1.1.1.1.2;12.2.5.1.1.2 By Formation of Two N--C Bonds;51
1.8.1.1.1.1.2.1;12.2.5.1.1.2.1 Fragment Arene--C and N--N;51
1.8.1.1.1.1.2.1.1;12.2.5.1.1.2.1.1 Method 1: From 1-Acyl-2-haloarenes and Hydrazine;51
1.8.1.1.1.1.2.1.2;12.2.5.1.1.2.1.2 Method 2: From 1-Alkyl-2-haloarenes and Hydrazines;53
1.8.1.1.1.1.2.1.3;12.2.5.1.1.2.1.3 Method 3: From 2-Arylidenecyclohexanones and Hydrazines;54
1.8.1.1.1.1.2.1.4;12.2.5.1.1.2.1.4 Method 4: From 2-Acylcyclohexanones and Hydrazine;55
1.8.1.1.1.1.2.1.5;12.2.5.1.1.2.1.5 Method 5: From 2-Acylhydroxyarenes and Hydrazine;56
1.8.1.1.1.1.2.1.6;12.2.5.1.1.2.1.6 Method 6: From [2-(Halomethyl)aryl]zincs and Arenediazonium Salts;56
1.8.1.1.1.1.2.2;12.2.5.1.1.2.2 Fragments Arene and N--N--C;57
1.8.1.1.1.1.2.2.1;12.2.5.1.1.2.2.1 Method 1: From Benzyne and Diazo Compounds;57
1.8.1.1.1.1.2.2.1.1;12.2.5.1.1.2.2.1.1 Variation 1: Using Acyl Diazomethanes;58
1.8.1.1.1.1.2.2.1.2;12.2.5.1.1.2.2.1.2 Variation 2: Using (Trimethylsilyl)diazomethane;59
1.8.1.1.1.1.2.2.1.3;12.2.5.1.1.2.2.1.3 Variation 3: Using Sydnones;61
1.8.1.1.1.1.2.2.1.4;12.2.5.1.1.2.2.1.4 Variation 4: Using Azomethine Imides;61
1.8.1.1.1.1.2.2.2;12.2.5.1.1.2.2.2 Method 2: From Quinones and Arylhydrazones;62
1.8.1.1.1.1.2.2.3;12.2.5.1.1.2.2.3 Method 3: From Nitroarenes or Nitroalkenes and Hydrazones;63
1.8.1.1.1.1.3;12.2.5.1.1.3 By Formation of One N--C and One C--C Bond;63
1.8.1.1.1.1.3.1;12.2.5.1.1.3.1 Fragments N--N--Arene and C;63
1.8.1.1.1.1.3.1.1;12.2.5.1.1.3.1.1 Method 1: From Arylhydrazines and Acyl Derivatives;63
1.8.1.1.1.1.3.1.2;12.2.5.1.1.3.1.2 Method 2: From Arylhydrazones;65
1.8.1.1.1.1.3.1.3;12.2.5.1.1.3.1.3 Method 3: By Carbonylation;65
1.8.1.1.1.1.4;12.2.5.1.1.4 By Formation of One N--N Bond;65
1.8.1.1.1.1.4.1;12.2.5.1.1.4.1 Fragment N-Arene-C--N;65
1.8.1.1.1.1.4.1.1;12.2.5.1.1.4.1.1 Method 1: From 2-Acylamino- or 2-Acylazidoarenes;65
1.8.1.1.1.1.4.1.1.1;12.2.5.1.1.4.1.1.1 Variation 1: Using Oximes;65
1.8.1.1.1.1.4.1.1.2;12.2.5.1.1.4.1.1.2 Variation 2: From 2-Amino- and 2-Azidobenzamides;66
1.8.1.1.1.1.4.1.2;12.2.5.1.1.4.1.2 Method 2: From 1-Acyl-2-nitroarenes;67
1.8.1.1.1.1.4.1.2.1;12.2.5.1.1.4.1.2.1 Variation 1: From 2-Nitroiminoarenes;67
1.8.1.1.1.1.4.1.2.2;12.2.5.1.1.4.1.2.2 Variation 2: From 2-Nitrobenzamides;68
1.8.1.1.1.1.4.1.3;12.2.5.1.1.4.1.3 Method 3: From 1-(Aminomethyl)-2-nitroarenes;68
1.8.1.1.1.1.5;12.2.5.1.1.5 By Formation of One N--C Bond;70
1.8.1.1.1.1.5.1;12.2.5.1.1.5.1 Fragment N--N--Arene--C;70
1.8.1.1.1.1.5.1.1;12.2.5.1.1.5.1.1 Method 1: From (2-Alkynylphenyl)triazenes;70
1.8.1.1.1.1.5.1.2;12.2.5.1.1.5.1.2 Method 2: From Azoarenes;71
1.8.1.1.1.1.5.1.2.1;12.2.5.1.1.5.1.2.1 Variation 1: From 2-Diazenylbenzonitriles or (2-Ethynylphenyl)diazenes;71
1.8.1.1.1.1.5.1.2.2;12.2.5.1.1.5.1.2.2 Variation 2: From 2-Acyl-1-diazenylarenes or 2-(Phenyldiazenyl)benzhydrols;71
1.8.1.1.1.1.5.1.3;12.2.5.1.1.5.1.3 Method 3: From 2-Hydrazinobenzonitriles;72
1.8.1.1.1.1.5.2;12.2.5.1.1.5.2 Fragment N--N--C--Arene;72
1.8.1.1.1.1.5.2.1;12.2.5.1.1.5.2.1 Method 1: From (2-Halobenzyl)hydrazines and 2-Halobenzohydrazides;72
1.8.1.1.1.1.5.2.2;12.2.5.1.1.5.2.2 Method 2: From (2-Halobenzylidene)hydrazines;73
1.8.1.1.1.1.5.2.3;12.2.5.1.1.5.2.3 Method 3: From (2-Nitrobenzylidene)hydrazines;74
1.8.1.1.1.1.5.2.4;12.2.5.1.1.5.2.4 Method 4: From Benzophenone Hydrazones;75
1.8.1.1.1.1.6;12.2.5.1.1.6 By Formation of One C--C Bond;75
1.8.1.1.1.1.6.1;12.2.5.1.1.6.1 Fragment Arene--N--N--C;75
1.8.1.1.1.1.6.1.1;12.2.5.1.1.6.1.1 Method 1: From 2-Alkylidenehydrazinoarenes;75
1.8.1.1.1.2;12.2.5.1.2 By Annulation to the Heterocyclic Ring;76
1.8.1.1.1.2.1;12.2.5.1.2.1 By Formation of Two C--C Bonds;76
1.8.1.1.1.2.1.1;12.2.5.1.2.1.1 Fragments Pyrazole--C--C and C--C;76
1.8.1.1.1.2.1.1.1;12.2.5.1.2.1.1.1 Method 1: From 4-Styrylpyrazoles and Dienophiles;76
1.8.1.1.1.2.1.2;12.2.5.1.2.1.2 Fragments C--Pyrazole--C and C--C;76
1.8.1.1.1.2.1.2.1;12.2.5.1.2.1.2.1 Method 1: From Dihydropyrazol-3-ones and Dienophiles;76
1.8.1.1.1.2.1.2.2;12.2.5.1.2.1.2.2 Method 2: From Pyrazole-4,5-quinodimethane and Dienophiles;77
1.8.1.1.1.2.1.3;12.2.5.1.2.1.3 Fragments C--Pyrazole and C--C--C;78
1.8.1.1.1.2.1.3.1;12.2.5.1.2.1.3.1 Method 1: From 5-(Cyanomethyl)pyrazoles and a-Oxoketene Dithioacetals;78
1.8.1.1.1.2.2;12.2.5.1.2.2 By Formation of One C--C Bond;78
1.8.1.1.1.2.2.1;12.2.5.1.2.2.1 Fragment C--C--Pyrazole--C--C;78
1.8.1.1.1.2.2.1.1;12.2.5.1.2.2.1.1 Method 1: From 5-Phenyl-4-styryl-1H-pyrazoles or 1-(5-Phenyl-1H-pyrazol-4-yl)-2-phenylethanol;78
1.8.1.1.1.2.2.1.2;12.2.5.1.2.2.1.2 Method 2: From 3,4-Diethynyl-1H-pyrazoles;79
1.8.1.1.1.3;12.2.5.1.3 From Acyclic Reactants;79
1.8.1.1.1.3.1;12.2.5.1.3.1 Method 1: From Alkenylethynyl Carbenes;79
1.8.1.1.2;12.2.5.2 Synthesis By Ring Transformation;80
1.8.1.1.2.1;12.2.5.2.1 Formal Exchange of Ring Members with Retention of Ring Size;80
1.8.1.1.2.1.1;12.2.5.2.1.1 Method 1: Of a Five-Membered Heterocycle;80
1.8.1.1.2.2;12.2.5.2.2 Ring Contraction;82
1.8.1.1.2.2.1;12.2.5.2.2.1 Method 1: Of a Six-Membered Heterocycle;82
1.8.1.1.2.2.2;12.2.5.2.2.2 Method 2: Of a Seven-Membered Heterocycle;83
1.8.1.1.2.2.3;12.2.5.2.2.3 Method 3: Of a Seven-Membered Carbocycle;83
1.8.1.1.3;12.2.5.3 Aromatization;84
1.8.1.1.3.1;12.2.5.3.1 Method 1: Of a Six-Membered Carbocycle;84
1.8.1.1.4;12.2.5.4 Synthesis By Substituent Modification;85
1.8.1.1.4.1;12.2.5.4.1 Addition Reactions;85
1.8.1.1.4.1.1;12.2.5.4.1.1 Addition of Organic Groups;85
1.8.1.1.4.1.1.1;12.2.5.4.1.1.1 Method 1: Addition of Alkyl Groups;85
1.8.1.1.4.1.1.2;12.2.5.4.1.1.2 Method 2: Addition of a Ring System to the Heterocyclic Ring;85
1.8.1.1.4.1.2;12.2.5.4.1.2 Addition of Heteroatoms;86
1.8.1.1.4.1.2.1;12.2.5.4.1.2.1 Method 1: By Oxidation;86
1.8.1.1.4.1.2.2;12.2.5.4.1.2.2 Method 2: Reduction of the Heterocyclic Ring;87
1.8.1.1.4.2;12.2.5.4.2 Substitution of Existing Substituents;87
1.8.1.1.4.2.1;12.2.5.4.2.1 Of Hydrogen;87
1.8.1.1.4.2.1.1;12.2.5.4.2.1.1 Method 1: Metalation;87
1.8.1.1.4.2.1.1.1;12.2.5.4.2.1.1.1 Variation 1: Lithiation;87
1.8.1.1.4.2.1.1.2;12.2.5.4.2.1.1.2 Variation 2: Metalation by Transition Metals;88
1.8.1.1.4.2.1.2;12.2.5.4.2.1.2 Method 2: Halogenation;89
1.8.1.1.4.2.1.3;12.2.5.4.2.1.3 Method 3: Alkoxylation;90
1.8.1.1.4.2.1.4;12.2.5.4.2.1.4 Method 4: Alkylation;90
1.8.1.1.4.2.1.5;12.2.5.4.2.1.5 Method 5: Arylation;93
1.8.1.1.4.2.1.6;12.2.5.4.2.1.6 Method 6: Acylation;94
1.8.1.1.4.2.2;12.2.5.4.2.2 Of Heteroatoms;95
1.8.1.1.4.2.2.1;12.2.5.4.2.2.1 Method 1: Halogen-Metal Exchange;95
1.8.1.1.4.2.2.2;12.2.5.4.2.2.2 Method 2: Cross-Coupling Reactions of Haloindazoles;96
1.8.1.1.4.2.2.3;12.2.5.4.2.2.3 Method 3: Removal or Exchange of Silyl Groups;97
1.8.1.1.4.2.2.4;12.2.5.4.2.2.4 Method 4: Removal or Exchange of Alkoxy Groups;98
1.8.1.1.4.2.2.5;12.2.5.4.2.2.5 Method 5: Removal or Exchange of Amino or Nitro Groups;98
1.8.1.1.4.2.3;12.2.5.4.2.3 Of Carbon Functionalities;99
1.8.1.1.4.2.3.1;12.2.5.4.2.3.1 Method 1: Deacylation;99
1.8.1.1.4.2.3.2;12.2.5.4.2.3.2 Method 2: Decarboxylation;99
1.8.1.1.4.2.4;12.2.5.4.2.4 Modification of Substituents;100
1.8.1.1.4.2.4.1;12.2.5.4.2.4.1 Method 1: Modification of Carbonyl Groups;100
1.8.1.1.4.2.4.2;12.2.5.4.2.4.2 Method 2: Modification of Hydroxy Groups;100
1.8.1.1.4.2.4.3;12.2.5.4.2.4.3 Method 3: Modification of Nitro Groups;101
1.8.1.1.4.2.5;12.2.5.4.2.5 Rearrangement Reactions;101
1.8.1.1.4.2.5.1;12.2.5.4.2.5.1 Method 1: Rearrangement of 2H-Indazoles to 1H-Indazoles;101
1.8.1.1.4.2.5.2;12.2.5.4.2.5.2 Method 2: Rearrangement of Oxazino[3,2-b]indazoles by Nucleophilic Ring Opening;101
1.8.1.1.4.2.5.3;12.2.5.4.2.5.3 Method 3: Rearrangements of 3,4-Dihydropyrazino[1,2-b]indazol-2-ium 6-Oxides;102
1.9;Volume 15: Six-Membered Hetarenes with One Nitrogen or Phosphorus Atom;108
1.9.1;15.7 Product Class 7: Quinolizinium Salts and Benzo Analogues;108
1.9.1.1;15.7.5 Quinolizinium Salts and Benzo Analogues;108
1.9.1.1.1;15.7.5.1 Quinolizinium Salts;108
1.9.1.1.1.1;15.7.5.1.1 Synthesis by Ring-Closure Reactions;108
1.9.1.1.1.1.1;15.7.5.1.1.1 By Annulation to an Arene;108
1.9.1.1.1.1.1.1;15.7.5.1.1.1.1 By Formation of Two C--C Bonds;108
1.9.1.1.1.1.1.1.1;15.7.5.1.1.1.1.1 Method 1: Enyne-Allene Rearrangement of 1-[3-(2-Alkynylphenyl)prop-2-ynyl]pyridinium Derivatives;108
1.9.1.1.1.2;15.7.5.1.2 Aromatization;109
1.9.1.1.1.2.1;15.7.5.1.2.1 Method 1: Oxidation of 1,2-Dihydroquinolizinium Derivatives;109
1.9.1.1.1.3;15.7.5.1.3 Synthesis by Substituent Modification;112
1.9.1.1.1.3.1;15.7.5.1.3.1 Substitution of Existing Substituents;112
1.9.1.1.1.3.1.1;15.7.5.1.3.1.1 Of Heteroatoms;112
1.9.1.1.1.3.1.1.1;15.7.5.1.3.1.1.1 Method 1: Stille Coupling of Bromoquinolizinium Derivatives;112
1.9.1.1.1.3.1.1.2;15.7.5.1.3.1.1.2 Method 2: Suzuki-Miyaura Coupling of Bromoquinolizinium Derivatives;114
1.9.1.1.1.3.1.1.3;15.7.5.1.3.1.1.3 Method 3: Sonogashira Coupling of Bromoquinolizinium Derivatives;115
1.9.1.1.2;15.7.5.2 Benzo[b]quinolizinium Salts;117
1.9.1.1.2.1;15.7.5.2.1 Synthesis by Ring-Closure Reactions;117
1.9.1.1.2.1.1;15.7.5.2.1.1 By Annulation to an Arene;117
1.9.1.1.2.1.1.1;15.7.5.2.1.1.1 By Formation of One C--C Bond;117
1.9.1.1.2.1.1.1.1;15.7.5.2.1.1.1.1 Method 1: Cyclization of 1-Benzyl-2-(1-hydroxy-1-methoxymethyl)pyridinium Derivatives;117
1.9.1.1.2.2;15.7.5.2.2 Synthesis by Substituent Modification;118
1.9.1.1.2.2.1;15.7.5.2.2.1 Substitution of Existing Substituents;118
1.9.1.1.2.2.1.1;15.7.5.2.2.1.1 Of Heteroatoms;118
1.9.1.1.2.2.1.1.1;15.7.5.2.2.1.1.1 Method 1: Suzuki-Miyaura Coupling of Benzo[b]quinoliziniumboronic Acids;118
1.9.1.1.2.2.1.1.2;15.7.5.2.2.1.1.2 Method 2: Replacement of Halogen Atoms by Nucleophilic Substitution;119
1.9.1.1.3;15.7.5.3 Benzo[c]quinolizinium Salts;121
1.9.1.1.3.1;15.7.5.3.1 Synthesis by Ring-Closure Reactions;121
1.9.1.1.3.1.1;15.7.5.3.1.1 By Annulation to an Arene;121
1.9.1.1.3.1.1.1;15.7.5.3.1.1.1 By Formation of One N--C Bond;121
1.9.1.1.3.1.1.1.1;15.7.5.3.1.1.1.1 Method 1: Cyclization of 2-[2-(2-Halophenyl)vinyl]pyridine Derivatives;121
1.9.1.1.4;15.7.5.4 Benzo[a]quinolizinium Salts;123
1.9.1.1.4.1;15.7.5.4.1 Synthesis by Ring-Closure Reactions;123
1.9.1.1.4.1.1;15.7.5.4.1.1 By Annulation to an Arene;123
1.9.1.1.4.1.1.1;15.7.5.4.1.1.1 By Formation of One C--C Bond;123
1.9.1.1.4.1.1.1.1;15.7.5.4.1.1.1.1 Method 1: Ring-Closing Metathesis of 1-Vinyl-2-(2-vinylphenyl)pyridinium Derivatives;123
1.10;Volume 16: Six-Membered Hetarenes with Two Identical Heteroatoms;126
1.10.1;16.5 Product Class 5: 1,2-Diselenins;126
1.10.1.1;16.5.2 1,2-Diselenins;126
1.10.1.1.1;16.5.2.1 Synthesis by Ring-Closure Reactions;127
1.10.1.1.1.1;16.5.2.1.1 By Formation of One Se--Se and Two Se--C Bonds;127
1.10.1.1.1.1.1;16.5.2.1.1.1 Fragment C--C--C--C and Two Se Fragments;127
1.10.1.1.1.1.1.1;16.5.2.1.1.1.1 Method 1: Selenation of an Organolithium Compound with Elemental Selenium;127
1.10.1.1.1.1.1.2;16.5.2.1.1.1.2 Method 2: Selenium Transfer from Selenous Acid to Benzyl Halides Using Tin(II) Chloride and Copper(II) Chloride;127
1.10.1.1.1.1.1.3;16.5.2.1.1.1.3 Method 3: Synthesis from 1,4-Bis(2-haloaryl)- or 1,4-Bis(2-halohetaryl)buta-1,3-diynes via Triple Cyclization;128
1.10.2;16.6 Product Class 6: 1,4-Diselenins;132
1.10.2.1;16.6.4 1,4-Diselenins;132
1.10.2.1.1;16.6.4.1 Synthesis by Ring-Closure Reactions;132
1.10.2.1.1.1;16.6.4.1.1 By Formation of Two Se--C Bonds;132
1.10.2.1.1.1.1;16.6.4.1.1.1 Fragments Se--C--C--Se and C--C;132
1.10.2.1.1.1.1.1;16.6.4.1.1.1.1 Method 1: Thermolysis of (Z)-1,2-Bis(benzylselanyl)ethene;132
1.10.2.1.1.1.1.2;16.6.4.1.1.1.2 Method 2: Cyclization of 3,4-Disubstituted Cyclobutene-1,2-diones;133
1.10.2.1.1.1.2;16.6.4.1.1.2 Fragments C--C--Se and C--C--Se;133
1.10.2.1.1.1.2.1;16.6.4.1.1.2.1 Method 1: Thermolysis of Selenadiazoles;133
1.10.2.1.1.1.2.2;16.6.4.1.1.2.2 Method 2: Photolysis of Dibenzo[c,g][1,2,5,6]tetraselenocins;134
1.10.3;16.12 Product Class 12: Pyrimidines;136
1.10.3.1;16.12.1 Synthesis by Ring-Closure Reactions;144
1.10.3.1.1;16.12.1.1 By Formation of Four N--C Bonds and One C--C Bond;144
1.10.3.1.1.1;16.12.1.1.1 Fragments C--C, N, N, C, and C;144
1.10.3.1.1.1.1;16.12.1.1.1.1 Method 1: Reaction of Alkyl Ketones with Orthoformates and Ammonia;144
1.10.3.1.1.1.2;16.12.1.1.1.2 Method 2: Reaction of 1-(2-Oxoethyl)pyridinium Bromides with 4-Nitrobenzaldehyde and Ammonia;145
1.10.3.1.2;16.12.1.2 By Formation of Four N--C Bonds;145
1.10.3.1.2.1;16.12.1.2.1 Fragments C--C--C, N, N, and C;145
1.10.3.1.2.1.1;16.12.1.2.1.1 Method 1: Reaction of ß-Dicarbonyl Derivatives with Aldehydes and Ammonia;145
1.10.3.1.2.1.2;16.12.1.2.1.2 Method 2: Reaction of (Perfluoroalkyl)acetaldehydes with Ammonia and Aldehydes;146
1.10.3.1.2.1.3;16.12.1.2.1.3 Method 3: Reaction of ß-Dicarbonyl Derivatives with Ortho Esters;147
1.10.3.1.3;16.12.1.3 By Formation of Three N--C Bonds and One C--C Bond;148
1.10.3.1.3.1;16.12.1.3.1 Fragments N--C--C, N, C, C;148
1.10.3.1.3.1.1;16.12.1.3.1.1 Method 1: Reaction of Vinylamines with Orthoformates and Ammonia;148
1.10.3.1.3.2;16.12.1.3.2 Fragments N--C, C--C, N, and C;150
1.10.3.1.3.2.1;16.12.1.3.2.1 Method 1: Reaction of Aryl Methyl Ketones with Aryl Aldehydes, Aryl Cyanides, and Hydroxylamine;150
1.10.3.1.4;16.12.1.4 By Formation of Two N--C Bonds and Two C--C Bonds;150
1.10.3.1.4.1;16.12.1.4.1 Fragments N--C--N, C, C, and C;150
1.10.3.1.4.1.1;16.12.1.4.1.1 Method 1: One-Pot Reaction of Aryl Cyanides with Alkylphosphonates, Aromatic Aldehydes, and Amidines;150
1.10.3.1.5;16.12.1.5 By Formation of Three N--C Bonds;151
1.10.3.1.5.1;16.12.1.5.1 Fragments N--C--C--C, N, and C;151
1.10.3.1.5.1.1;16.12.1.5.1.1 Method 1: Reaction of 2-(Aminomethyl)acrylates with Formamide;151
1.10.3.1.5.2;16.12.1.5.2 Fragments C--C--C, N--C, and N;152
1.10.3.1.5.2.1;16.12.1.5.2.1 Method 1: Reaction of ß-Dicarbonyl Derivatives with Formamide;152
1.10.3.1.5.2.1.1;16.12.1.5.2.1.1 Variation 1: Reaction of 1,3-Diketones;152
1.10.3.1.5.2.1.2;16.12.1.5.2.1.2 Variation 2: Reaction of 4,4-Dimethoxybutan-2-one;153
1.10.3.1.5.2.1.3;16.12.1.5.2.1.3 Variation 3: Reaction of Malonaldehyde Diacetals;153
1.10.3.1.5.2.1.4;16.12.1.5.2.1.4 Variation 4: Reaction of 3-Heterosubstituted Propenals or Propenones;154
1.10.3.1.5.2.2;16.12.1.5.2.2 Method 2: Reaction of Malonyl Chlorides with Nitriles;155
1.10.3.1.5.2.3;16.12.1.5.2.3 Method 3: Reaction of ß-Diketones with Cyanamide;156
1.10.3.1.6;16.12.1.6 By Formation of Two N--C Bonds and One C--C Bond;157
1.10.3.1.6.1;16.12.1.6.1 Fragments N--C, N--C, and C--C;157
1.10.3.1.6.1.1;16.12.1.6.1.1 Method 1: Trimerization of Nitriles;157
1.10.3.1.6.1.2;16.12.1.6.1.2 Method 2: Reaction of Alkynes with Nitriles;158
1.10.3.1.6.1.3;16.12.1.6.1.3 Method 3: Reaction of Alkyne Precursors with Nitriles;160
1.10.3.1.6.1.3.1;16.12.1.6.1.3.1 Variation 1: Reaction of Carbonyl Compounds Activated with Trifluoromethanesulfonic Anhydride;160
1.10.3.1.6.1.3.2;16.12.1.6.1.3.2 Variation 2: Reaction of Ketimines;162
1.10.3.1.6.1.3.3;16.12.1.6.1.3.3 Variation 3: Reaction of Enol Trifluoromethanesulfonates;163
1.10.3.1.6.1.3.4;16.12.1.6.1.3.4 Variation 4: Reaction of Heterosubstituted Alkenes;163
1.10.3.1.6.1.3.5;16.12.1.6.1.3.5 Variation 5: Reaction of 1,1-Diethoxybut-2-ene;164
1.10.3.1.6.1.4;16.12.1.6.1.4 Method 4: Reaction of Diethyl Malonate with Trifluoroacetonitrile;165
1.10.3.1.6.1.5;16.12.1.6.1.5 Method 5: Reaction of C--H Acidic Compounds with Formamide and Equivalents;165
1.10.3.1.6.1.5.1;16.12.1.6.1.5.1 Variation 1: Reaction of Phenylacetonitrile;166
1.10.3.1.6.1.5.2;16.12.1.6.1.5.2 Variation 2: Reaction of Malononitrile and Dimethyl Malonate;166
1.10.3.1.6.1.5.3;16.12.1.6.1.5.3 Variation 3: Reaction of Ketones;167
1.10.3.1.6.1.6;16.12.1.6.1.6 Method 6: Reaction of Acetonitriles with Aryl Cyanates;168
1.10.3.1.6.2;16.12.1.6.2 Fragments N--C--C, N--C, and C;169
1.10.3.1.6.2.1;16.12.1.6.2.1 Method 1: Reaction of Acetonitriles with Phosgene;169
1.10.3.1.6.2.2;16.12.1.6.2.2 Method 2: Reaction of Acetonitriles with (Trichloromethyl)benzene;170
1.10.3.1.6.3;16.12.1.6.3 Fragments C--N--C, C--C, and N;170
1.10.3.1.6.3.1;16.12.1.6.3.1 Method 1: Reaction of Vinylamines with Benzoyl Isocyanate;170
1.10.3.1.6.4;16.12.1.6.4 Fragments N--C--N, C--C, and C;171
1.10.3.1.6.4.1;16.12.1.6.4.1 Method 1: Reaction of Cyanoacetates and Aromatic Aldehydes with Amidine Derivatives;171
1.10.3.1.6.4.1.1;16.12.1.6.4.1.1 Variation 1: Reaction with Guanidine;171
1.10.3.1.6.4.1.2;16.12.1.6.4.1.2 Variation 2: Reaction with a Polymer-Bound Thiouronium Salt;172
1.10.3.1.6.4.2;16.12.1.6.4.2 Method 2: Reaction of Malononitrile and Aromatic Aldehydes with Amidine Derivatives;173
1.10.3.1.6.4.3;16.12.1.6.4.3 Method 3: Reaction of Malononitrile with Carbon Disulfide, an S-Alkylisothiouronium Salt, and an Alkylating Agent;174
1.10.3.1.6.4.4;16.12.1.6.4.4 Method 4: Reaction of a Substituted Acetate with Ethyl Formate and Guanidine;174
1.10.3.1.6.4.5;16.12.1.6.4.5 Method 5: Reaction of Aryl Methyl Ketones with Benzaldehydes and Acetimidamide;175
1.10.3.1.6.4.6;16.12.1.6.4.6 Method 6: Reaction of Aroylacetonitriles with Guanidines and Activated Formates;176
1.10.3.1.6.4.7;16.12.1.6.4.7 Method 7: Reaction of Amidines with Alkynes and a One-Carbon Fragment;177
1.10.3.1.6.4.7.1;16.12.1.6.4.7.1 Variation 1: Reaction of tert-Butyl Isocyanide with Alkynes and Amidines;177
1.10.3.1.6.4.7.2;16.12.1.6.4.7.2 Variation 2: Reaction of Acid Chlorides with Alkynes and Amidines;178
1.10.3.1.6.4.7.3;16.12.1.6.4.7.3 Variation 3: Reaction of Hexacarbonylmolybdenum(0) with Alkynes, Amidines, and Iodobenzene;179
1.10.3.1.7;16.12.1.7 By Formation of Two N--C Bonds;179
1.10.3.1.7.1;16.12.1.7.1 Fragments N--C--C--C--N and C;179
1.10.3.1.7.1.1;16.12.1.7.1.1 Method 1: Reaction of Malonamides with Ethyl Formate;180
1.10.3.1.7.1.2;16.12.1.7.1.2 Method 2: Reaction of Amidinoacetamides with Formamide;180
1.10.3.1.7.1.3;16.12.1.7.1.3 Method 3: Reaction of Malonimidic Acid Esters with Acid Chlorides;181
1.10.3.1.7.1.4;16.12.1.7.1.4 Method 4: Reaction of Malonimidamides with Esters;182
1.10.3.1.7.1.5;16.12.1.7.1.5 Method 5: Reaction of 3-Aminoacrylamides with Acid Derivatives;182
1.10.3.1.7.1.6;16.12.1.7.1.6 Method 6: Reaction of 3-Amino-2-cyanoacrylamides with Anhydrides;183
1.10.3.1.7.1.7;16.12.1.7.1.7 Method 7: Reaction of 4-Amino-1-azabutadiene and Dimethylformamide;184
1.10.3.1.7.2;16.12.1.7.2 Fragments C--C--C--N--C and N;184
1.10.3.1.7.2.1;16.12.1.7.2.1 Method 1: Reaction of N-Acylacrylamides with Ammonia;184
1.10.3.1.7.2.2;16.12.1.7.2.2 Method 2: Reaction of N,2-Diacylvinylamines with Ammonia and Derivatives;185
1.10.3.1.7.2.2.1;16.12.1.7.2.2.1 Variation 1: Reaction with Ammonium Salts;186
1.10.3.1.7.2.2.2;16.12.1.7.2.2.2 Variation 2: Reaction with Formamide;186
1.10.3.1.7.2.2.3;16.12.1.7.2.2.3 Variation 3: Reaction with Urea;187
1.10.3.1.7.3;16.12.1.7.3 Fragments C--C--C--N and N--C;188
1.10.3.1.7.3.1;16.12.1.7.3.1 Method 1: Reaction of 3-Chloroacrylonitriles with Nitriles;188
1.10.3.1.7.3.2;16.12.1.7.3.2 Method 2: Reaction of 3,3-Bis(methylsulfanyl)acrylonitrile with Amides;189
1.10.3.1.7.3.3;16.12.1.7.3.3 Method 3: Reaction of 3-Aminoacrylates;190
1.10.3.1.7.3.3.1;16.12.1.7.3.3.1 Variation 1: With Amides;190
1.10.3.1.7.3.3.2;16.12.1.7.3.3.2 Variation 2: With Benzimidates;191
1.10.3.1.7.3.3.3;16.12.1.7.3.3.3 Variation 3: With Nitriles;191
1.10.3.1.7.3.4;16.12.1.7.3.4 Method 4: Reaction of 3-Aminoprop-2-en-1-ones with Nitriles;191
1.10.3.1.7.3.5;16.12.1.7.3.5 Method 5: Reaction of 1,3-Diketimines with Benzonitrile;192
1.10.3.1.7.3.6;16.12.1.7.3.6 Method 6: Reaction of 3-Aminopropenals with Formamide;193
1.10.3.1.7.3.7;16.12.1.7.3.7 Method 7: Reaction of 3-Aminoacrylonitriles with Nitriles;194
1.10.3.1.7.4;16.12.1.7.4 Fragments N--C--N and C--C--C;194
1.10.3.1.7.4.1;16.12.1.7.4.1 Method 1: Reaction of Vinamidinium Salts with Amidine Derivatives;194
1.10.3.1.7.4.2;16.12.1.7.4.2 Method 2: Reaction of Malonates with Amidine Derivatives;196
1.10.3.1.7.4.3;16.12.1.7.4.3 Method 3: Reaction of Cyanoacetates (a-Cyanocarboxylates) with Amidine Derivatives;197
1.10.3.1.7.4.4;16.12.1.7.4.4 Method 4: Reaction of 3,3-Diheterosubstituted Acrylates with Amidine Derivatives;198
1.10.3.1.7.4.4.1;16.12.1.7.4.4.1 Variation 1: Reaction of 3,3-Dialkoxyacrylates with Amidine Derivatives;198
1.10.3.1.7.4.4.2;16.12.1.7.4.4.2 Variation 2: Reaction of 3,3-Bis(methylsulfanyl)acrylates with Amidine Derivatives;198
1.10.3.1.7.4.4.3;16.12.1.7.4.4.3 Variation 3: Reaction of 3-Amino-3-(methylsulfanyl)acrylates with Guanidine or Thiourea;199
1.10.3.1.7.4.5;16.12.1.7.4.5 Method 5: Reaction of a-Formyl Esters or Equivalents with Amidine Derivatives;199
1.10.3.1.7.4.6;16.12.1.7.4.6 Method 6: Reaction of ß-Oxo Esters with Amidine Derivatives;201
1.10.3.1.7.4.7;16.12.1.7.4.7 Method 7: Reaction of 3-Heterosubstituted Acrylates with Amidine Derivatives;204
1.10.3.1.7.4.8;16.12.1.7.4.8 Method 8: Reaction of Alkynyl or Allenyl Esters with Amidine Derivatives;207
1.10.3.1.7.4.9;16.12.1.7.4.9 Method 9: Reaction of 3-Unsubstituted, 3-Alkyl-, and 3-Arylacrylates with Amidine Derivatives;208
1.10.3.1.7.4.10;16.12.1.7.4.10 Method 10: Reaction of Malononitriles with Amidine Derivatives;209
1.10.3.1.7.4.11;16.12.1.7.4.11 Method 11: Reaction of 3,3-Diheterosubstituted Acrylonitriles with Amidine Derivatives;210
1.10.3.1.7.4.11.1;16.12.1.7.4.11.1 Variation 1: Reaction of 3,3-Dialkoxyacrylonitriles;210
1.10.3.1.7.4.11.2;16.12.1.7.4.11.2 Variation 2: Reaction of 3,3-Bis(methylsulfanyl)acrylonitriles;211
1.10.3.1.7.4.12;16.12.1.7.4.12 Method 12: Reaction of 3-Heterosubstituted Acrylonitriles with Amidine Derivatives;212
1.10.3.1.7.4.12.1;16.12.1.7.4.12.1 Variation 1: Reaction of 3-Haloacrylonitriles;213
1.10.3.1.7.4.12.2;16.12.1.7.4.12.2 Variation 2: Reaction of 3-Alkoxyacrylonitriles;213
1.10.3.1.7.4.12.3;16.12.1.7.4.12.3 Variation 3: Reaction of 3-(Methylsulfanyl)acrylonitriles;215
1.10.3.1.7.4.12.4;16.12.1.7.4.12.4 Variation 4: Reaction of 3-Aminoacrylonitriles;216
1.10.3.1.7.4.13;16.12.1.7.4.13 Method 13: Reaction of Propynenitriles or Buta-2,3-dienenitriles with Amidine Derivatives;217
1.10.3.1.7.4.14;16.12.1.7.4.14 Method 14: Reaction of 3-Arylacrylonitriles with Amidine Derivatives;218
1.10.3.1.7.4.15;16.12.1.7.4.15 Method 15: Reaction of ß-Dialdehydes or Equivalents with Amidine Derivatives;220
1.10.3.1.7.4.15.1;16.12.1.7.4.15.1 Variation 1: Reaction of Malonaldehydes;220
1.10.3.1.7.4.15.2;16.12.1.7.4.15.2 Variation 2: Reaction of Sodium 3,3-Dimethoxy-2-(methoxycarbonyl)prop-1-en-1-olate;221
1.10.3.1.7.4.15.3;16.12.1.7.4.15.3 Variation 3: Reaction of Malonaldehyde Diacetals;221
1.10.3.1.7.4.15.4;16.12.1.7.4.15.4 Variation 4: Reaction of 3-Heterosubstituted Propenals;223
1.10.3.1.7.4.16;16.12.1.7.4.16 Method 16: Reaction of ß-Diketones with Amidine Derivatives;226
1.10.3.1.7.4.16.1;16.12.1.7.4.16.1 Variation 1: Reaction with Guanidines;226
1.10.3.1.7.4.16.2;16.12.1.7.4.16.2 Variation 2: Reaction with O-Methyluronium Salts;228
1.10.3.1.7.4.16.3;16.12.1.7.4.16.3 Variation 3: Reaction with Urea or Thiourea;228
1.10.3.1.7.4.16.4;16.12.1.7.4.16.4 Variation 4: Reaction with Arylamidines;229
1.10.3.1.7.4.17;16.12.1.7.4.17 Method 17: Reaction of 3,3-Dialkoxypropan-1-ones with Amidine Derivatives;230
1.10.3.1.7.4.18;16.12.1.7.4.18 Method 18: Reaction of 3,3-Diheterosubstituted Prop-2-en-1-ones with Amidine Derivatives;231
1.10.3.1.7.4.18.1;16.12.1.7.4.18.1 Variation 1: Reaction of 3,3-Dialkoxyprop-2-en-1-ones;231
1.10.3.1.7.4.18.2;16.12.1.7.4.18.2 Variation 2: Reaction of 3,3-Disulfanylprop-2-en-1-ones or 3-Amino-3-sulfanylprop-2-en-1-ones;231
1.10.3.1.7.4.18.3;16.12.1.7.4.18.3 Variation 3: Reaction of 3,3-Diaminoprop-2-en-1-ones;234
1.10.3.1.7.4.19;16.12.1.7.4.19 Method 19: Reaction of 3-Heterosubstituted Prop-2-en-1-ones with Amidine Derivatives;234
1.10.3.1.7.4.19.1;16.12.1.7.4.19.1 Variation 1: Reaction of 3-Haloprop-2-en-1-ones;234
1.10.3.1.7.4.19.2;16.12.1.7.4.19.2 Variation 2: Reaction of 3-Alkoxyprop-2-en-1-ones;235
1.10.3.1.7.4.19.3;16.12.1.7.4.19.3 Variation 3: Reaction of 3-Sulfanylprop-2-en-1-ones;238
1.10.3.1.7.4.19.4;16.12.1.7.4.19.4 Variation 4: Reaction of 3-Aminoprop-2-en-1-ones;238
1.10.3.1.7.4.20;16.12.1.7.4.20 Method 20: Reaction of Prop-2-yn-1-ones with Amidine Derivatives;240
1.10.3.1.7.4.21;16.12.1.7.4.21 Method 21: Reaction of 3-Arylprop-2-en-1-ones with Amidine Derivatives;243
1.10.3.1.7.4.22;16.12.1.7.4.22 Method 22: Reaction of 1-Amino-1-(benzotriazol-1-yl)-3,4,4-trichloro-2-nitrobuta-1,3-dienes with Amidine Derivatives;246
1.10.3.1.7.4.23;16.12.1.7.4.23 Method 23: Pyrimidines by Solid-Phase Synthesis;246
1.10.3.1.7.4.23.1;16.12.1.7.4.23.1 Variation 1: Reactions of Polymer-Supported Three-Carbon Fragments;246
1.10.3.1.7.4.23.2;16.12.1.7.4.23.2 Variation 2: Reactions of Polymer-Supported Amidine Derivatives;252
1.10.3.1.8;16.12.1.8 By Formation of One N--C and One C--C Bond;254
1.10.3.1.8.1;16.12.1.8.1 Fragments N--C--N--C--C and C;254
1.10.3.1.8.1.1;16.12.1.8.1.1 Method 1: Reaction of N-[2-(3-Methylisoxazol-5-yl)vinyl]amidines with Dimethylformamide Acetals;254
1.10.3.1.8.2;16.12.1.8.2 Fragments N--C--N--C and C--C;255
1.10.3.1.8.2.1;16.12.1.8.2.1 Method 1: Reaction of 3-Cyano-2-methylisothiourea or 2-Cyanoguanidines with Ketones;255
1.10.3.1.8.2.2;16.12.1.8.2.2 Method 2: Reaction of 1,3-Diazabuta-1,3-dienes with Alkynes;255
1.10.3.1.8.2.2.1;16.12.1.8.2.2.1 Variation 1: Reaction of 4,4-Bis(methylsulfanyl)-2-phenyl-1,3-diazabuta-1,3-diene;256
1.10.3.1.8.2.2.2;16.12.1.8.2.2.2 Variation 2: Reaction of 4-(Dimethylamino)-1,3-diazabuta-1,3-dienes;256
1.10.3.1.8.2.3;16.12.1.8.2.3 Method 3: Reaction of 4-(Dimethylamino)-2-(methylsulfanyl)-1,3-diazabuta-1,3-diene with Ketenes;257
1.10.3.1.8.3;16.12.1.8.3 Fragments C--C--N--C and N--C;258
1.10.3.1.8.3.1;16.12.1.8.3.1 Method 1: Reaction of Azapropenylium Perchlorates with 1,1,3,3-Tetramethylguanidine;258
1.10.3.1.8.3.2;16.12.1.8.3.2 Method 2: Reaction of 2-Azabuta-1,3-dienes with Nitriles;259
1.10.3.1.8.3.3;16.12.1.8.3.3 Method 3: Reaction of N-Vinylamides with Nitriles;261
1.10.3.1.8.3.4;16.12.1.8.3.4 Method 4: Reaction of Ethyl (Cyanoacetyl)carbamate with Trifluoroacetonitrile;262
1.10.3.1.8.3.5;16.12.1.8.3.5 Method 5: Dimerization of N-Cyanothioacetimidates;263
1.10.3.1.8.4;16.12.1.8.4 Fragments N--C--C and C--N--C;263
1.10.3.1.8.4.1;16.12.1.8.4.1 Method 1: Reaction of Acetonitriles with N-(Dichloromethylene)trichloromethanamine;263
1.10.3.1.8.4.2;16.12.1.8.4.2 Method 2: Reaction of Cyanothioacetamide with Benzoyl Isothiocyanate;264
1.10.3.1.8.4.3;16.12.1.8.4.3 Method 3: Reaction of Acetamides with N-Cyanoimidates or N-Acylimidates;264
1.10.3.1.8.4.4;16.12.1.8.4.4 Method 4: Reaction of Enamines with N-(Dichloromethylene)trichloromethanamine;266
1.10.3.1.8.4.5;16.12.1.8.4.5 Method 5: Reaction of Enamines with Acyl Isothiocyanates;267
1.10.3.1.8.4.6;16.12.1.8.4.6 Method 6: Reaction of Enamines with N-[Bis(methylsulfanyl)methylene]cyanamide;268
1.10.3.1.8.4.7;16.12.1.8.4.7 Method 7: Reaction of a-Halo Oxime Derivatives with Grignard Reagents;268
1.10.3.1.9;16.12.1.9 By Formation of One N--C Bond;270
1.10.3.1.9.1;16.12.1.9.1 Fragment N--C--C--C--N--C;270
1.10.3.1.9.1.1;16.12.1.9.1.1 Method 1: Cyclization of 3-(Acylamino)but-2-enamides;270
1.10.3.1.9.1.2;16.12.1.9.1.2 Method 2: Cyclization of 3-Amino-N-acylthioacrylamides;270
1.10.3.1.9.1.3;16.12.1.9.1.3 Method 3: Cyclization of 3-Amino-N-cyano-3-methoxyacrylimidate;271
1.10.3.1.9.1.4;16.12.1.9.1.4 Method 4: Cyclization of 3-(Acylamino)-2-cyanoacrylates and 2-Cyano-3-(thioacylamino)acrylates;272
1.10.3.1.9.1.5;16.12.1.9.1.5 Method 5: Cyclization of N-(2-Cyanovinyl)amidines;275
1.10.3.1.9.1.6;16.12.1.9.1.6 Method 6: Cyclization of 1-(Dimethylamino)-5-(dimethylimino)-2-azapenta-1,3-dienes;275
1.10.3.1.9.1.7;16.12.1.9.1.7 Method 7: Cyclization of 3-(Vinylamino)but-2-enamides;276
1.10.3.1.9.2;16.12.1.9.2 Fragment N--C--N--C--C--C;276
1.10.3.1.9.2.1;16.12.1.9.2.1 Method 1: Cyclization of N-(3-Substituted Acryloyl)ureas;276
1.10.3.1.9.2.2;16.12.1.9.2.2 Method 2: Cyclization of 3-Ureidoacrylates;278
1.10.3.1.9.2.3;16.12.1.9.2.3 Method 3: Cyclization of N-[2-(Methoxycarbonyl)ethylidene]ureas;280
1.10.3.1.9.2.4;16.12.1.9.2.4 Method 4: Cyclization of 3-Ureidoacrylonitriles;281
1.10.3.1.9.2.5;16.12.1.9.2.5 Method 5: Cyclization of N-(2-Cyanovinyl)imidamides;282
1.10.3.1.9.2.6;16.12.1.9.2.6 Method 6: Cyclization of 1-(Cyanoacetyl)-2-methylisoureas;283
1.10.3.1.9.2.7;16.12.1.9.2.7 Method 7: Cyclization of 3-(Cyanoamino)acrylonitriles;284
1.10.3.1.9.2.8;16.12.1.9.2.8 Method 8: Cyclization of (Cyanoacetyl)cyanamides and Equivalents;284
1.10.3.1.10;16.12.1.10 By Formation of One C--C Bond;287
1.10.3.1.10.1;16.12.1.10.1 Fragment C--C--N--C--N--C;287
1.10.3.1.10.1.1;16.12.1.10.1.1 Method 1: Cyclization of 1-Acetyl-3-cyanourea;288
1.10.3.1.10.1.2;16.12.1.10.1.2 Method 2: Cyclization of N2-Carbamoyl-N1-vinylbenzimidamides;288
1.10.3.2;16.12.2 Synthesis by Ring Transformation;289
1.10.3.2.1;16.12.2.1 By Ring Enlargement;289
1.10.3.2.1.1;16.12.2.1.1 Of Three-Membered Carbocycles;289
1.10.3.2.1.1.1;16.12.2.1.1.1 Method 1: Reaction of Cyclopropenones with Amidoximes;289
1.10.3.2.1.2;16.12.2.1.2 Of Four-Membered Heterocycles;290
1.10.3.2.1.2.1;16.12.2.1.2.1 Method 1: Reaction of Azetes with Nitriles;290
1.10.3.2.1.2.2;16.12.2.1.2.2 Method 2: Reaction of Azetidinones with Imidates;290
1.10.3.2.1.3;16.12.2.1.3 Of Five-Membered Heterocycles;291
1.10.3.2.1.3.1;16.12.2.1.3.1 Method 1: Reaction of Furans;291
1.10.3.2.1.3.2;16.12.2.1.3.2 Method 2: Reaction of 3-Acyl-2-oxotetrahydrothiophene with Amidine Derivatives;293
1.10.3.2.1.3.3;16.12.2.1.3.3 Method 3: Reaction of 2,3,4,5-Tetraphenylpyrrole with Sulfenamides;294
1.10.3.2.1.3.4;16.12.2.1.3.4 Method 4: Reaction of Isoxazoles;295
1.10.3.2.1.3.4.1;16.12.2.1.3.4.1 Variation 1: Rearrangement of 5-(Acylamino)isoxazoles;295
1.10.3.2.1.3.4.2;16.12.2.1.3.4.2 Variation 2: Rearrangement of N-(Isoxazol-4-ylcarbonyl)ureas and N1-(Isoxazol-4-ylcarbonyl)benzimidamides;296
1.10.3.2.1.3.5;16.12.2.1.3.5 Method 5: Reaction of Oxazoles;297
1.10.3.2.1.3.6;16.12.2.1.3.6 Method 6: Reaction of Pyrazoles;298
1.10.3.2.1.3.7;16.12.2.1.3.7 Method 7: Reaction of Imidazoles;299
1.10.3.2.1.3.7.1;16.12.2.1.3.7.1 Variation 1: Reaction with Chloroform;299
1.10.3.2.1.3.7.2;16.12.2.1.3.7.2 Variation 2: Rearrangement of 1-Benzoyldihydroimidazoles;300
1.10.3.2.1.3.7.3;16.12.2.1.3.7.3 Variation 3: Rearrangement of 4-(Chloromethyl)dihydroimidazoles;300
1.10.3.2.1.3.7.4;16.12.2.1.3.7.4 Variation 4: Rearrangement of Methyleneimidazolidin-4-ones;302
1.10.3.2.1.3.7.5;16.12.2.1.3.7.5 Variation 5: Reaction with Acetylenes;302
1.10.3.2.1.3.7.6;16.12.2.1.3.7.6 Variation 6: Reaction with Phenylmalonaldehyde;303
1.10.3.2.1.3.8;16.12.2.1.3.8 Method 8: Reaction of 1,2,4-Oxadiazoles;304
1.10.3.2.1.3.8.1;16.12.2.1.3.8.1 Variation 1: Hydrogenation of 3-[(3-Oxoprop-1-enyl)amino)]-1,2,4-oxadiazoles;304
1.10.3.2.1.3.8.2;16.12.2.1.3.8.2 Variation 2: Reaction of 3-Amino-5-methyl-1,2,4-oxadiazole with ß-Diketones;304
1.10.3.2.1.3.9;16.12.2.1.3.9 Method 9: Reaction of 1,2,4-Dithiazolium Salts with Nitrogen-Containing Derivatives of Carboxylic Acids;305
1.10.3.2.2;16.12.2.2 Formal Exchange of Ring Members with Retention of the Ring Size;306
1.10.3.2.2.1;16.12.2.2.1 Method 1: Reaction of Pyran-2-ones with Amidine Derivatives;307
1.10.3.2.2.1.1;16.12.2.2.1.1 Variation 1: Use of Two-Carbon Ring Fragments;307
1.10.3.2.2.1.2;16.12.2.2.1.2 Variation 2: Use of Three-Carbon Ring Fragments;309
1.10.3.2.2.2;16.12.2.2.2 Method 2: Reaction of Pyran-4-ones with Amidine Derivatives;310
1.10.3.2.2.3;16.12.2.2.3 Method 3: Reaction of 1,3-Oxazines;314
1.10.3.2.2.3.1;16.12.2.2.3.1 Variation 1: Reaction of 1,3-Oxazin-4-ones with Ammonia;314
1.10.3.2.2.3.2;16.12.2.2.3.2 Variation 2: Rearrangement of 2-Amino-1,3-oxazin-4-ones;315
1.10.3.2.2.3.3;16.12.2.2.3.3 Variation 3: Reaction of 1,3-Oxazin-4-ones with Thioamides;315
1.10.3.2.2.3.4;16.12.2.2.3.4 Variation 4: Reaction of 1,3-Oxazin-6-ones with Ammonia;316
1.10.3.2.2.3.5;16.12.2.2.3.5 Variation 5: Rearrangement of 1,3-Oxazine-5-carboxamides;317
1.10.3.2.2.3.6;16.12.2.2.3.6 Variation 6: Reaction of 1,3-Oxazinium Perchlorates with Ammonia;317
1.10.3.2.2.4;16.12.2.2.4 Method 4: Reaction of 1,3-Thiazinones or 1,4-Benzothiazines;318
1.10.3.2.2.5;16.12.2.2.5 Method 5: Reaction of Pyrimidinones and Pyrimidinecarboxylates;320
1.10.3.2.2.6;16.12.2.2.6 Method 6: Ring Opening of Polycycles with Retention of the Pyrimidine Ring;321
1.10.3.2.2.7;16.12.2.2.7 Method 7: Rearrangement of 1,2,4-Oxadiazines;323
1.10.3.2.2.8;16.12.2.2.8 Method 8: Reaction of 1,3,5-Oxadiazinium or 1,3,5-Thiadiazinium Salts with Active Methylene Compounds;323
1.10.3.2.2.9;16.12.2.2.9 Method 9: Reaction of 1,2,4-Triazines with N,N-Diethylprop-1-ynamine;325
1.10.3.2.2.10;16.12.2.2.10 Method 10: Reaction of 1,3,5-Triazines;326
1.10.3.2.2.10.1;16.12.2.2.10.1 Variation 1: Reaction of 1,3,5-Triazines with Dienophiles;326
1.10.3.2.2.10.2;16.12.2.2.10.2 Variation 2: Reaction of 1,3,5-Triazines with Active Methylene Compounds;329
1.10.3.2.2.10.3;16.12.2.2.10.3 Variation 3: Rearrangement of 2-(Acylmethyl)-1,3,5-triazines;330
1.10.3.2.2.10.4;16.12.2.2.10.4 Variation 4: Thermolysis of 2-Alkyl-1,2-dihydro-1,3,5-triazines;331
1.10.3.2.2.10.5;16.12.2.2.10.5 Variation 5: Reaction of 1,3,5-Triazinediones;331
1.10.3.2.2.11;16.12.2.2.11 Method 11: Reaction of 1,2,3,5-Oxathiadiazine 2,2-Dioxides with Active Methylene Compounds;332
1.10.3.2.3;16.12.2.3 By Ring Contraction;333
1.10.3.2.3.1;16.12.2.3.1 Method 1: Ring Contraction of 1,4-Diazepines;333
1.10.3.3;16.12.3 Aromatization;333
1.10.3.3.1;16.12.3.1 By Oxidation;333
1.10.3.3.1.1;16.12.3.1.1 Method 1: Dehydrogenation of Dihydropyrimidines;333
1.10.3.3.1.2;16.12.3.1.2 Method 2: Dehydrogenation of Tetrahydropyrimidines;335
1.10.3.3.1.3;16.12.3.1.3 Method 3: Pyrimidinones by Dehydrogenation;336
1.10.3.3.1.4;16.12.3.1.4 Method 4: Oxidation of 6-Methyl-3,4-dihydropyrimidin-2(1H)-ones;339
1.10.3.3.2;16.12.3.2 By Elimination;340
1.10.3.3.2.1;16.12.3.2.1 Method 1: Acid-Catalyzed Elimination of Water;340
1.10.3.3.2.2;16.12.3.2.2 Method 2: Base-Catalyzed Elimination of HX;341
1.10.3.4;16.12.4 Synthesis by Substituent Modification;343
1.10.3.4.1;16.12.4.1 Substitution of Existing Substituents;343
1.10.3.4.1.1;16.12.4.1.1 Of Hydrogen;343
1.10.3.4.1.1.1;16.12.4.1.1.1 Method 1: Hydrogen/Deuterium Exchange;343
1.10.3.4.1.1.2;16.12.4.1.1.2 Method 2: Metalation;344
1.10.3.4.1.1.3;16.12.4.1.1.3 Method 3: Silylation;349
1.10.3.4.1.1.4;16.12.4.1.1.4 Method 4: C-Acylation;350
1.10.3.4.1.1.4.1;16.12.4.1.1.4.1 Variation 1: Formylation;350
1.10.3.4.1.1.4.2;16.12.4.1.1.4.2 Variation 2: Acylation by Radicals;351
1.10.3.4.1.1.4.3;16.12.4.1.1.4.3 Variation 3: Carboxylation;352
1.10.3.4.1.1.4.4;16.12.4.1.1.4.4 Variation 4: Carbamoylation;353
1.10.3.4.1.1.5;16.12.4.1.1.5 Method 5: Cyanation;354
1.10.3.4.1.1.6;16.12.4.1.1.6 Method 6: Hydroxyalkylation and Related Reactions;355
1.10.3.4.1.1.7;16.12.4.1.1.7 Method 7: C-Alkylation;356
1.10.3.4.1.1.8;16.12.4.1.1.8 Method 8: C-Arylation;360
1.10.3.4.1.1.9;16.12.4.1.1.9 Method 9: Halogenation;364
1.10.3.4.1.1.10;16.12.4.1.1.10 Method 10: Hydroxylation;367
1.10.3.4.1.1.11;16.12.4.1.1.11 Method 11: Nitration;368
1.10.3.4.1.1.12;16.12.4.1.1.12 Method 12: Nitrosation;369
1.10.3.4.1.1.13;16.12.4.1.1.13 Method 13: Amination;370
1.10.3.4.1.2;16.12.4.1.2 Of Metals;373
1.10.3.4.1.2.1;16.12.4.1.2.1 Method 1: Reaction of (Trialkylstannyl)pyrimidines with Aryl Halides or Acid Chlorides;373
1.10.3.4.1.2.2;16.12.4.1.2.2 Method 2: Reaction of Pyrimidin-5-ylboronic Acids or (Pyrimidin-5-yl)trifluoroborates with Hetaryl Halides;376
1.10.3.4.1.3;16.12.4.1.3 Of Carbon Functionalities;380
1.10.3.4.1.3.1;16.12.4.1.3.1 Method 1: Decarboxylation;380
1.10.3.4.1.3.2;16.12.4.1.3.2 Method 2: N-Deacylation;381
1.10.3.4.1.3.3;16.12.4.1.3.3 Method 3: N-Dealkylation;382
1.10.3.4.1.3.4;16.12.4.1.3.4 Method 4: Removal of Protecting Groups;382
1.10.3.4.1.3.4.1;16.12.4.1.3.4.1 Variation 1: Benzyloxymethyl Group;382
1.10.3.4.1.3.4.2;16.12.4.1.3.4.2 Variation 2: Cyanoethyl Group;383
1.10.3.4.1.3.4.3;16.12.4.1.3.4.3 Variation 3: Benzyl Group;384
1.10.3.4.1.3.5;16.12.4.1.3.5 Method 5: Conversion of Pyrimidine-5-carbaldehydes into 5-Hydroxypyrimidines;385
1.10.3.4.1.4;16.12.4.1.4 Of Heteroatoms;385
1.10.3.4.1.4.1;16.12.4.1.4.1 Dehalogenation;385
1.10.3.4.1.4.1.1;16.12.4.1.4.1.1 Method 1: Dehalogenation with Palladium on Carbon;386
1.10.3.4.1.4.1.2;16.12.4.1.4.1.2 Method 2: Dechlorination by Zinc Dust;387
1.10.3.4.1.4.1.3;16.12.4.1.4.1.3 Method 3: Dechlorination of 3-Chloropyrimidines with Tosylhydrazine;389
1.10.3.4.1.4.2;16.12.4.1.4.2 Halogen-Metal Exchange Reactions;389
1.10.3.4.1.4.2.1;16.12.4.1.4.2.1 Method 1: Formation of Stannylpyrimidines;389
1.10.3.4.1.4.2.2;16.12.4.1.4.2.2 Method 2: Formation of Pyrimidinylboronic Acids;391
1.10.3.4.1.4.2.3;16.12.4.1.4.2.3 Method 3: Formation of Pyrimidinylzinc Halides;391
1.10.3.4.1.4.2.4;16.12.4.1.4.2.4 Method 4: Formation of Pyrimidinylmagnesium Halides;393
1.10.3.4.1.4.3;16.12.4.1.4.3 Substitution of Halogens by Carbofunctional Groups;393
1.10.3.4.1.4.3.1;16.12.4.1.4.3.1 Method 1: Reaction with Carbonyl Compounds via Lithiated Intermediates;394
1.10.3.4.1.4.3.2;16.12.4.1.4.3.2 Method 2: Palladium-Catalyzed Cross Coupling with Alkenes or Alkynes (Heck-Type Reactions);396
1.10.3.4.1.4.3.2.1;16.12.4.1.4.3.2.1 Variation 1: Coupling with Alkenes;396
1.10.3.4.1.4.3.2.2;16.12.4.1.4.3.2.2 Variation 2: Coupling with Alkynes (Sonogashira Coupling);399
1.10.3.4.1.4.3.3;16.12.4.1.4.3.3 Method 3: Palladium-Catalyzed Cross Coupling with Organostannanes (Stille Reaction);404
1.10.3.4.1.4.3.4;16.12.4.1.4.3.4 Method 4: Palladium-Catalyzed Cross Coupling with Organozinc Reagents (Negishi Coupling);406
1.10.3.4.1.4.3.5;16.12.4.1.4.3.5 Method 5: Reaction with Arylboronic Acids (Suzuki and Suzuki-Miyaura Coupling);409
1.10.3.4.1.4.3.6;16.12.4.1.4.3.6 Method 6: Reaction with Aryl- or Alkyltrifluoroborates;414
1.10.3.4.1.4.3.7;16.12.4.1.4.3.7 Method 7: Reaction with Triaryl- or Trialkynylindiums;416
1.10.3.4.1.4.3.8;16.12.4.1.4.3.8 Method 8: Reaction with Grignard Reagents (Kumada Cross Coupling);417
1.10.3.4.1.4.3.9;16.12.4.1.4.3.9 Method 9: Reaction with Active Methylene Compounds;419
1.10.3.4.1.4.3.10;16.12.4.1.4.3.10 Method 10: Cyanation;421
1.10.3.4.1.4.3.11;16.12.4.1.4.3.11 Method 11: Other Substitution Reactions;423
1.10.3.4.1.4.4;16.12.4.1.4.4 Halogen-Exchange Reactions;425
1.10.3.4.1.4.4.1;16.12.4.1.4.4.1 Method 1: Exchange of Chlorine for Fluorine;425
1.10.3.4.1.4.4.2;16.12.4.1.4.4.2 Method 2: Exchange of Chlorine for Iodine;427
1.10.3.4.1.4.5;16.12.4.1.4.5 Substitution of Halogen by Oxygen Functions;429
1.10.3.4.1.4.5.1;16.12.4.1.4.5.1 Method 1: Hydrolysis of Halopyrimidines;429
1.10.3.4.1.4.5.2;16.12.4.1.4.5.2 Method 2: Exchange of Halogen for Alkoxides;430
1.10.3.4.1.4.6;16.12.4.1.4.6 Substitution of Halogen by Sulfur Functionalities;434
1.10.3.4.1.4.6.1;16.12.4.1.4.6.1 Method 1: Conversion of Halopyrimidines into Thiols;434
1.10.3.4.1.4.6.2;16.12.4.1.4.6.2 Method 2: Reaction of Halopyrimidines with Thiolates;436
1.10.3.4.1.4.7;16.12.4.1.4.7 Substitution of Halogens by Nitrogen Functionalities;439
1.10.3.4.1.4.7.1;16.12.4.1.4.7.1 Method 1: Substitution of Halogens by Ammonia;439
1.10.3.4.1.4.7.2;16.12.4.1.4.7.2 Method 2: Substitution of Halogens by Aliphatic Amines;441
1.10.3.4.1.4.7.3;16.12.4.1.4.7.3 Method 3: Substitution of Halogens by Aromatic Amines;445
1.10.3.4.1.4.7.4;16.12.4.1.4.7.4 Method 4: Substitution of Halogens by N-Heterocycles;449
1.10.3.4.1.4.7.5;16.12.4.1.4.7.5 Method 5: Substitution of Halogens by Sulfonamides;449
1.10.3.4.1.4.7.6;16.12.4.1.4.7.6 Method 6: Substitution of Halogens by Hydrazines;450
1.10.3.4.1.4.7.7;16.12.4.1.4.7.7 Method 7: Substitution of Halogens by Azide;451
1.10.3.4.1.4.8;16.12.4.1.4.8 Substitution of Oxygen Functions;452
1.10.3.4.1.4.8.1;16.12.4.1.4.8.1 Method 1: Exchange of Oxygen for a Carbofunctional Group;452
1.10.3.4.1.4.8.2;16.12.4.1.4.8.2 Method 2: Exchange of Hydroxy for Halogen;453
1.10.3.4.1.4.8.2.1;16.12.4.1.4.8.2.1 Variation 1: Introduction of Chlorine;453
1.10.3.4.1.4.8.2.2;16.12.4.1.4.8.2.2 Variation 2: Introduction of Bromine;456
1.10.3.4.1.4.8.3;16.12.4.1.4.8.3 Method 3: Exchange of Hydroxy for Alkoxy and Aryloxy;458
1.10.3.4.1.4.8.4;16.12.4.1.4.8.4 Method 4: Exchange of Oxygen for Sulfur;459
1.10.3.4.1.4.8.5;16.12.4.1.4.8.5 Method 5: Exchange of Hydroxy for Amino;460
1.10.3.4.1.4.9;16.12.4.1.4.9 Substitution of Sulfur Functions;462
1.10.3.4.1.4.9.1;16.12.4.1.4.9.1 Method 1: Desulfurization;463
1.10.3.4.1.4.9.1.1;16.12.4.1.4.9.1.1 Variation 1: Reduction with Raney Nickel;463
1.10.3.4.1.4.9.1.2;16.12.4.1.4.9.1.2 Variation 2: Detosylation;463
1.10.3.4.1.4.9.2;16.12.4.1.4.9.2 Method 2: Exchange for Carbofunctional Groups;464
1.10.3.4.1.4.9.3;16.12.4.1.4.9.3 Method 3: Exchange for Hydroxy and Alkoxy Groups;466
1.10.3.4.1.4.9.4;16.12.4.1.4.9.4 Method 4: Exchange for Amino Groups;468
1.10.3.4.1.4.10;16.12.4.1.4.10 Substitution of Amino Groups;470
1.10.3.4.1.4.10.1;16.12.4.1.4.10.1 Method 1: Conversion of Pyrimidin-2-amines into 2-Phenylpyrimidines;471
1.10.3.4.1.5;16.12.4.1.5 Solid-Phase Synthesis Based on Substitution Reactions;471
1.10.3.4.2;16.12.4.2 Addition Reactions;478
1.10.3.4.2.1;16.12.4.2.1 Addition of Organic Groups;478
1.10.3.4.2.1.1;16.12.4.2.1.1 Method 1: N-Alkylations;478
1.10.3.4.2.1.2;16.12.4.2.1.2 Method 2: C-Alkylations;479
1.10.3.4.2.2;16.12.4.2.2 Addition of Heteroatoms;480
1.10.3.4.2.2.1;16.12.4.2.2.1 Method 1: Generation of N-Oxides;480
1.10.3.4.3;16.12.4.3 Rearrangement of Substituents;483
1.10.3.4.3.1;16.12.4.3.1 Method 1: Dimroth Rearrangement;483
1.10.3.4.3.2;16.12.4.3.2 Method 2: Conversion of 3-Phenyl-2H-isoxazolo[2,3-a]pyrimidin-2-ones into 2-Benzoylpyrimidines;484
1.10.3.4.3.3;16.12.4.3.3 Method 3: Conversion of 3H-[1,2,4]Thiadiazolo[4,3-c]pyrimidin-3-ones into Pyrimidin-4-ylcarbamates;485
1.10.3.4.4;16.12.4.4 Modification of Substituents;486
1.10.3.4.4.1;16.12.4.4.1 Modification of Carbon Functions;486
1.10.3.4.4.1.1;16.12.4.4.1.1 Method 1: Modification of 5-(Ethoxymethyl)pyrimidines;486
1.10.3.4.4.1.2;16.12.4.4.1.2 Method 2: Conversion of Methyl into Pyrazol-4-yl;487
1.10.3.4.4.1.3;16.12.4.4.1.3 Method 3: Conversion of Ethynyl into Indol-3-yl;488
1.10.3.4.4.2;16.12.4.4.2 Modification of Oxygen Functions;488
1.10.3.4.4.2.1;16.12.4.4.2.1 Method 1: O-Alkylation and O-Arylation;488
1.10.3.4.4.2.2;16.12.4.4.2.2 Method 2: O-Acylation;490
1.10.3.4.4.2.3;16.12.4.4.2.3 Method 3: O-Silylation;492
1.10.3.4.4.2.4;16.12.4.4.2.4 Method 4: O-Sulfonation;492
1.10.3.4.4.3;16.12.4.4.3 Modification of Sulfur Functions;493
1.10.3.4.4.3.1;16.12.4.4.3.1 Method 1: S-Alkylation and S-Dealkylation;493
1.10.3.4.4.3.2;16.12.4.4.3.2 Method 2: S-Oxidation;494
1.10.3.4.4.4;16.12.4.4.4 Modification of Nitrogen Functions;496
1.10.3.4.4.4.1;16.12.4.4.4.1 Method 1: Reduction of Nitro and Nitroso Groups;496
1.10.3.4.4.4.2;16.12.4.4.4.2 Method 2: Arylation of Primary Amino Groups;497
1.11;Volume 39: Sulfur, Selenium, and Tellurium;526
1.11.1;39.17 Product Class 17: Acyclic Dialkyl Selenoxides and Derivatives;526
1.11.1.1;39.17.3 Acyclic Dialkyl Selenoxides and Derivatives;526
1.11.1.1.1;39.17.3.1 Applications of Acyclic Dialkylselenium Dihalides in Organic Synthesis;526
1.11.1.1.1.1;39.17.3.1.1 Utilization of Dialkylselenium Dihalides as Reagents;526
1.11.1.1.1.1.1;39.17.3.1.1.1 Method 1: Reduction of Tertiary Amides;526
1.11.1.1.1.1.2;39.17.3.1.1.2 Method 2: Reduction of Nitriles;527
1.11.1.1.1.1.3;39.17.3.1.1.3 Method 3: Transformation of Alcohols into the Corresponding Halides;528
1.11.1.1.1.1.4;39.17.3.1.1.4 Method 4: Transformation of Alcohols into Alkyl Chlorides;529
1.11.1.1.1.1.5;39.17.3.1.1.5 Method 5: Selenation of Metallocene-1,1'-dichalcogenols;530
1.11.1.1.1.2;39.17.3.1.2 Transformation of Dialkylselenium Dihalides;531
1.11.1.1.1.2.1;39.17.3.1.2.1 Method 1: Transformation into Dialkylselenium Diazides;531
1.11.1.1.1.2.2;39.17.3.1.2.2 Method 2: Dehalogenation into Selenides;531
1.11.1.1.1.2.3;39.17.3.1.2.3 Method 3: Migration of Chlorine;533
1.11.1.1.1.2.4;39.17.3.1.2.4 Method 4: Addition with Ring Opening of Tetrahydrofuran;534
1.12;Author Index;536
1.13;Abbreviations;570
1.14;List of All Volumes;576
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