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Synfacts 2008(2): 0184-0184  
DOI: 10.1055/s-2007-992474
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart · New York

Palladium-Catalyzed Hydroarylation of Styrenes under Aerobic Conditions

Contributor(s): Paul Knochel, Tobias Thaler
K. M. Gligorich, S. A. Cummings, M. S. Sigman*
University of Utah, Salt Lake City, USA
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Publication History

Publication Date:
23 January 2008 (online)

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Significance

A new, fundamentally different approach to Pd-catalyzed cross-coupling reactions has been disclosed. Pd(II) is hereby used under aerobic conditions. Reduction to the active Pd(0) species is carried out by a hydride transfer from the solvent (i-PrOH) providing a Pd hydride which undergoes alkene insertion. PhSnBu3 serves as second cross-coupling partner. The reaction proceeds with high regioselectivity.