Advances in Heterocyclic Chemistry (eBook)

Cover 1
Advances in Heterocyclic Chemistry, Volume 28 4
Copyright Page 5
Contents 6
Contributors 8
Preface 10
Chapter 1. Polyfluoroheteroaromatic Compounds 12
I. Introduction 12
II. Synthesis 13
III. Properties and Reactions 58
Chapter 2. 1, 2- and 2,1-Benzothiazines and Related Compounds 84
I. Introduction 84
II. 1, 2-Benzothiazines . 85
III. Naphtho- and Dibenzo-1,2-thiazines 114
IV. Heterocyclic Ring-Fused 1,2-Thiazines 117
V. Ring-Fused 1,2-Benzothiazine Derivatives 121
VI. 2,1 -Benzo thiazines 127
VII. Conclusion 136
Note Added in Proof 136
Chapter 3. Isatoic Anhydrides and Their Uses in Heterocyclic Synthesis 138
I. Introduction 138
II. Formation of Anthranilic Acid Amides and Hydrazides and Further Reaction to Heterocycles 152
III. Reaction of Isatoic Anhydride with Carboxylic Acid Derivatives 167
IV. Reactions of Isatoic Anhydride with C=N Double Bonds 177
V. Reactions of Isatoic Anhydride with Carbanions 179
VI. Miscellaneous Reactions 185
VII. Appendix Added in Proof 189
Chapter 4. Reactions of Benzyne with Heterocyclic Compounds 194
I. Introduction 194
II. Methods of Benzyne Generation 196
III. Patterns of Benzyne Reaction 198
IV. Reactions with Three- and Four-Membered Ring Systems 203
V. Reactions with Five-Membered Ring Systems Containing One Heteroatom 205
VI. Five-Membered Ring Systems with Two or More Heteroatoms 217
VII. Six-Membered Ring Systems 225
VIII. Seven-Membered and Larger Ring Systems 235
IX. Heterocyclic N-Oxides 235
Chapter 5. Carbenes and Nitrenes in Heterocyclic Chemistry: Intramolecular Reactions 242
I. Introduction 243
II. Vinylnitrenes, 2H-Azirines, and Iminocarbenes 244
III. Imidoylcarbenes and 1H-Azirines 263
IV. Oxocarbenes and Oxirenes 268
V. Thioxocarbenes, Thiirenes, and Selenium Analogs 273
VI. Acylnitrenes and Thio Analogs 276
VII. Imidoylnitrenes and Nitrilimines (Azocarbenes) 281
VIII. Arylcarbenes and Arylnitrenes 290
IX. Five-Membered Heteroarylcarbenes and Heteroarylnitrenes 350
X. Cyclic Aminonitrenes (1,1-Diazenes) 354
XI. Heterocycloalkylidenes 359
XII. Heterocycloalkylcarbenes and Heterocycloalkylnitrenes 364
XIII. Arylsulfonylcarbenes and Arylsulfonylnitrenes 368
XIV. Conclusion 372
Cumulative Index of Titles 374