A novel synthetic approach to 11-substituted dibenzo[b,f][1,4]oxazepines

被引：0

作者：

Zaware, Nilesh ^{[1
]}

Ohlmeyer, Michael ^{[1
]}

机构：

[1] Mt Sinai Sch Med, Dept Struct & Chem Biol, New York, NY 10029 USA

来源：

HETEROCYCLIC COMMUNICATIONS | 2014年 / 20卷 / 04期

关键词：

amoxapine; dibenzo[b,f][1,4]oxazepine; loxapine; POTENT PGE(2) ANTAGONIST; DIACYLHYDRAZINE; DERIVATIVES; SC-51089; ANALOGS;

D O I：

10.1515/hc-2014-0105

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A novel protocol for the synthesis of 11-substituted dibenzo[b,f][1,4]oxazepines is reported. Seven compounds were designed as analogs of the antipsychotic drug loxapine and antidepressant amoxapine. The key transformations include generation of a carbamate intermediate using phenyl chloroformate which avoids the use of harmful phosgene, a microwave-induced transformation of the carbamate intermediate into various urea derivatives, and a subsequent phosphorous oxychloride-induced cyclocondensation. The simple reactions and wide substrate scope enhance the practical application of this methodology.

引用

页码：189 / 191

页数：3

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