A thiazine-S-oxide, Staudinger/aza-Wittig based synthesis of benzodiazepines and benzothiadiazepines

被引:26
作者
Anwar, B
Grimsey, P
Hemming, K [1 ]
Krajniewski, M
Loukou, C
机构
[1] Univ Hertfordshire, Dept Phys Sci, Hatfield AL10 9AB, Herts, England
[2] Univ Bath, Sch Chem, Bath BA2 7AY, Avon, England
基金
英国工程与自然科学研究理事会;
关键词
benzodiazepines; benzothiadiazepines; aza-Wittig reaction; thiazine-S-oxides;
D O I
10.1016/S0040-4039(00)01797-4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new approach to the synthesis of imine containing 1,2,5-benzothiadiazepine-1,1-dioxides and 1,4-benzodiazepin-5-ones using iminophosphoranyl thiazine-S-oxides as precursors is reported. Key steps include a Staudinger reaction, an aza-Wittig reaction and the conversion of a thiazine-S-oxide into an amino ketone via a [2,3] sigmatropic rearrangement. (C) 2000 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:10107 / 10110
页数:4
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