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
收藏
页码：189 / 191
页数：3
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