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Highly Stereoselective Synthesis of Imine‐Containing Dibenzo[ b , d ]azepines by a Palladium(II)‐Catalyzed [5+2] Oxidative Annulation of o ‐Arylanilines with Alkynes

Authors :
Zhijun Zuo
Wei Sun
Xinjun Luan
Jiang Nan
Liangxin Fan
Yao-Yu Wang
Jingjing Liu
Source :
Angewandte Chemie International Edition. 54:15385-15389
Publication Year :
2015
Publisher :
Wiley, 2015.

Abstract

A novel palladium(II)-catalyzed [5+2] oxidative annulation of readily available o-arylanilines with alkynes has been developed for building a seven-membered N-heterocyclic architecture containing a biaryl linkage. This method is applicable to a wide range of unprotected o-arylanilines and internal alkynes, and results in the chemoselective preparation of imine-containing dibenzo[b,d]azepines in high yields with excellent diastereoselectivity with respect to the two types of stereogenic elements.

Details

ISSN :
15213773 and 14337851
Volume :
54
Database :
OpenAIRE
Journal :
Angewandte Chemie International Edition
Accession number :
edsair.doi.dedup.....1e4c70cc70028cd697db7c30d9b0770d