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

作者：Zuo, Zhijun; Liu, Jingjing; Nan, Jiang; Fan, Liangxin; Sun, Wei; Wang, Yaoyu; Luan, Xinjun^*

来源：Angewandte Chemie - International Edition, 2015, 54(51): 15385-15389.

DOI：10.1002/anie.201508850

• N BOND FORMATION
• C-H FUNCTIONALIZATION
• INTERNAL ALKYNES
• 2-ALKENYLPHENOLS
• CYCLOADDITION
• C(SP(2))-H
• ALKENYLATION
• CARBAZOLES
• REACTIVITY
• ARYLATION

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.

• 出版日期2015-12-14
• 单位西北大学