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

Heterocyclic communications

article

Nilesh Zaware¹  Michael Ohlmeyer¹ 

[1] Department of Structural and Chemical Biology, Mount Sinai School of Medicine

关键词: amoxapine;    dibenzo[b;    f][1;    4]oxazepine;    loxapine;   

DOI  :  10.1515/hc-2014-0105

学科分类：内科医学

来源: De Gruyter

【 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.

【 授权许可】

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