酰氯与叠氮烷的分子内施密特反应：用芳环捕获 N-酰亚胺离子中间体。

Intramolecular Schmidt reaction of acyl chlorides with alkyl azides: capture of N-acyliminium ion intermediates with aromatic rings.

机构信息

Key Laboratory of Energy Sources & Engineering, State Key Laboratory Cultivation Base of Natural Gas Conversion and Department of Chemistry, Ningxia University , Yinchuan 750021, China.

出版信息

Org Lett. 2014 Jun 6;16(11):2865-7. doi: 10.1021/ol501058a. Epub 2014 May 13.

DOI:10.1021/ol501058a

PMID:24820453

Abstract

Intramolecular Schmidt reaction of acyl chlorides with alkyl azides through N-acyliminium ion intermediates is designed and realized. The intramolecular capture of the intermediates with aromatic rings affords several nitrogen-containing tricyclic skeletons. The important feature of the domino process is the efficiency in bond reorganization and ring formation.

摘要

酰氯与烷基叠氮化物通过 N-酰亚胺离子中间体的分子内施密特反应被设计并实现。中间体与芳环的分子内捕获得到了几个含氮的三环骨架。该串联过程的重要特征是键重排和环形成的效率高。