Access to C(sp3)-C(sp2) and C(sp2)-C(sp2) bond formation via sequential intermolecular carbopalladation of multiple carbon-carbon bonds

J Org Chem. 2012 Jun 15;77(12):5418-22. doi: 10.1021/jo300662x. Epub 2012 Jun 5.

Abstract

A synthetic strategy of 4-benzyl-substituted 1,3-butadiene derivatives through Pd-catalyzed three-component coupling reaction of benzyl chlorides, alkynes, and monosubstituted alkenes is described. This tandem coupling reaction forms a C(sp(3))-C(sp(2)) bond and a C(sp(2))-C(sp(2)) bond sequentially in a single-step operation.