Catalytic Three-Component Coupling of Alkynes, Imines, and Organoboron Reagents

Angewandte Chemie 42(12), 1364-1367, DOI: 10.1002/anie.200390349

An unusual degree of functional group compatibility for imine addition reactions was observed in the assembly of allylic amines from alkynes, imines, and organoboron reagents (boronic acids or boranes) by using a catalyst derived from [Ni(cod)2] and (c-C5H9)3P—this catalytic three-component process (see scheme) is tolerant of ketones, esters, and hydroxylic solvents.