Synfacts 2007(9): 0981-0981  
DOI: 10.1055/s-2007-968822
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart · New York

Synthesis of Sulfones from Organoboronic Acids and Sulfinate Salts

Contributor(s): Paul Knochel, Andrei Gavryushin
F. Huang, R. A. Batey*
University of Toronto, Canada
Further Information

Publication History

Publication Date:
23 August 2007 (online)

Significance

The sulfone group is a common functional group in the structures of modern pharmaceutical agents and agrochemicals. This method of sulfone synthesis utilizes a Cu-catalyzed cross-coupling reaction, which advantageously runs under very mild conditions. Both aryl and alkenylboronic acids are reactive in this coupling, and all types of sulfinates can be coupled with acceptable product yields. Inexpensive 1,10-phenanthroline is used as a ligand in this reaction.