Palladium-catalyzed C–H arylation using aryltrifluoroborates in conjunction with a Mn III oxidant under mild conditions

CK Seigerman, TM Micyus, SR Neufeldt, MS Sanford

Index: Seigerman, Cydney K.; Micyus, Tiffiny M.; Neufeldt, Sharon R.; Sanford, Melanie S. Tetrahedron, 2013 , vol. 69, # 27-28 p. 5580 - 5587

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Citation Number: 3

Abstract

This paper describes the development of a mild Pd-catalyzed C–H arylation reaction using potassium aryltrifluoroborates in conjunction with Mn (OAc) 3 as the oxidant. The scope of this transformation is explored with a variety of different aryltrifluoroborates and arylpyridine substrates. Preliminary mechanistic studies suggest that the reaction proceeds via a high- valent Pd mechanism with C–H activation occurring at or before the rate determining step.