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Carbonylative Cross-Coupling of ortho-Disubstituted Aryl Iodides. Convenient Synthesis of Sterically Hindered Aryl Ketones

B. Michael O’Keefe, Nicholas Simmons and Stephen F. Martin*

*Department of Chemistry and Biochemistry, The University of Texas at Austin, Austin, Texas 78712, Email: sfmartinmail.utexas.edu

B. M. O'Keefe, N. Simmons, S. F. Martin, Org. Lett., 2008, 10, 5301-5304.

DOI: 10.1021/ol802202j (free Supporting Information)



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Abstract

A mild and general protocol for the carbonylative Suzuki-Miyaura cross-coupling of sterically hindered ortho-disubstituted aryl iodides with various aryl boronic acids provides an array of substituted biaryl ketones in good yield. A carbonylative Negishi coupling that utilizes alkynyl nucleophiles is also described.

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Key Words

Aryl Ketones, Multicomponent Reactions


ID: J54-Y2008-3540