Cycloaddition of benzoheteroazepine II Reactions and conformations of cycloadducts on1,5-benzothiazepines and 1,5-benzodiazepines with nitrile imine and nitrile oxides  

作　　者：许家喜 吴海涛 金声 

机构地区：[1]College of Chemistry and Molecular Engineering, Peking University, Beijing 100871, China

出　　处：《Chinese Journal of Chemistry》1999年第1期84-91,3,共8页中国化学（英文版）

基　　金：Project (No. 29342036) supported by the Natural Science Foundation of China.

摘　　要：Benzodiazepine and benzothiazepine derivatives have been well known as therapeutically important compounds. Four new tricyclic heterocyclic compounds, 3a, 4, 5, 11-tetrahydro-3H-l,2, 4-triazalo [4, 3-d] [1, 5] benzothiazepines (3), 3a, 4, 5, 11-tetrahydro-3H,6H-1, 2, 4-triazolo[4, 3-d] [1, 5]benzodiazepine (4), 3a, 4, 5, 11-tetrahydro-1, 2, 4-oxadiazolo [4, 5-d] [1, 5]benzothiazepines (5, 6) and 3a,4, 5, 11-tetrahydro-6H-1, 2, 4-oxadiazolo[4, 5-d] [1, 5] benzodiazepines (7, 8), have been synthesized by 1, 3-dipolar cycloaddition reactions of 2, 3-dihydro-1, 5-benzothiazepines and 2, 3-dihydro-1H-1, 5-benzodiazepine with benzonitrile N-phenylimine and benzonitrile oxides, receptively. The conformations of some cycloadducts and cycloaddition mechanism are described.Benzodiazepine and benzothiazepine derivatives have been well known as therapeutically important compounds. Four new tricyclic heterocyclic compounds, 3a, 4, 5, 11-tetrahydro-3H-l,2, 4-triazalo [4, 3-d] [1, 5] benzothiazepines (3), 3a, 4, 5, 11-tetrahydro-3H,6H-1, 2, 4-triazolo[4, 3-d] [1, 5]benzodiazepine (4), 3a, 4, 5, 11-tetrahydro-1, 2, 4-oxadiazolo [4, 5-d] [1, 5]benzothiazepines (5, 6) and 3a,4, 5, 11-tetrahydro-6H-1, 2, 4-oxadiazolo[4, 5-d] [1, 5] benzodiazepines (7, 8), have been synthesized by 1, 3-dipolar cycloaddition reactions of 2, 3-dihydro-1, 5-benzothiazepines and 2, 3-dihydro-1H-1, 5-benzodiazepine with benzonitrile N-phenylimine and benzonitrile oxides, receptively. The conformations of some cycloadducts and cycloaddition mechanism are described.

关 键 词：CYCLOADDITION BENZOTHIAZEPINE triazole OXADIAZOLE 

分 类 号：O621.25[理学—有机化学]