Palladium-catalyzed alkenylation and alkynylation of ortho-C(sp2)-H bonds of benzylamine picolinamides.

Org Lett

Department of Chemistry, The Pennsylvania State University, University Park, Pennsylvania 16802, USA.

Published: June 2012

An efficient functionalization of ortho-C(sp(2))-H bonds of picolinamide (PA)-protected benzylamine substrates with a range of vinyl iodides as well as acetylenic bromide is reported. ortho-Phenyl benzoic acid (oPBA) acts as an effective promoter in this reaction system. This method provides a practical strategy to access highly functionalized benzylamine compounds for organic synthesis.

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http://dx.doi.org/10.1021/ol301214uDOI Listing

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