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Reactions of 2,3-dihydro-1H-1,5-benzodiazepines and chloroacetyl chlorides: Synthesis of 2a,3,4,5-tetrahydro-azeto [1,2-a][1,5] benzodiazepin-1(2H)-ones

✍ Scribed by Jiaxi Xu; Gang Zuo; Wing Lai Chan

Publisher: John Wiley and Sons
Year: 2001
Tongue: English
Weight: 136 KB
Volume: 12
Category: Article
ISSN: 1042-7163
DOI: 10.1002/hc.1097

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✦ Synopsis

Abstract

2a,4‐Disubstituted 5‐benzoyl‐2‐chloro/2,2‐dichloro‐2a,3,4,5‐tetrahydro‐azeto [1,2‐a] [1,5]benzodiazepin‐1 (2H)‐ones (3a–h) were synthesized by cycloaddition reactions of 2,4‐disubstituted 1‐benzoyl‐2,3‐dihydr o‐1__H__‐1,5‐benzodiazepines (2a–h) and ketenes, generated from chloroacetyl chloride or dichloroacetyl chloride in the presence of triethylamine, in anhydrous benzene. In some cases, ring contraction of benzodiazepines has also been observed. © 2001 John Wiley & Sons, Inc. Heteroatom Chem 12:636–640, 2001

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