取代的 1,4-苯并恶嗪、1,5-苯并恶嗪嗪和 N-和 S-变体。

Substituted 1,4-benzoxazepines, 1,5-benzoxazocines, and N- and S-variants.

机构信息

School of Chemistry, University of Bristol, Bristol BS8 1TS, UK.

出版信息

Org Lett. 2009 Dec 3;11(23):5494-6. doi: 10.1021/ol9023453.

PMID:19877693

Abstract

Nucleophilic cleavage of enantiomerically pure 1,2-cyclic sulfamidates with phenol, aniline, and thiophenol nucleophiles, followed by a Mitsunobu reaction, including use of a o-quinomethide variant of this process, provides an entry to substituted 1,4-tetrahydrobenzoxazepines, benzothiazepines, and benzodiazepines. Application of this methodology to 1,3-cyclic sulfamidates affords a parallel entry to the analogous substituted 1,5-benzoxazocines and 1,5-benzodiazocines.

摘要

手性纯 1,2-环磺酰胺与苯酚、苯胺和巯基苯等亲核试剂进行亲核裂解，然后进行 Mitsunobu 反应，包括使用该过程的 o-醌甲化物变体，为取代的 1,4-四氢苯并氮杂卓、苯并噻唑和苯并二氮杂提供了入口。将此方法应用于 1,3-环磺酰胺可提供类似的取代的 1,5-苯并氮杂环辛烷和 1,5-苯并二氮杂的平行入口。