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

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.