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The First General Palladium Catalyst for the Suzuki-Miyaura and Carbonyl Enolate Coupling of Aryl Arenesulfonates

Hanh Nho Nguyen, Xiaohua Huang and Stephen L. Buchwald*

*Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, Email: sbuchwalmit.edu

H. N. Nguyen, X. Huang, S. L. Buchwald, J. Am. Chem. Soc., 2003, 125, 11818-11819.

DOI: 10.1021/ja036947t (free Supporting Information)


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Abstract

A general method for the Suzuki-Miyaura and carbonyl enolate coupling of unactivated arenesulfonates was developed utilizing Pd(OAc)2 and XPhos as ligand. The catalyst system effects the coupling of various aryl, heteroaryl, and extremely hindered arylboronic acids and carbonyl enolates with different aryl tosylates, under mild conditions.

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Key Words

Suzuki Coupling, α-Arylation


ID: J48-Y2003-1590