Organic letters

Mild Pd-catalyzed N-arylation of methanesulfonamide and related nucleophiles: Avoiding potentially genotoxic reagents and byproducts

BR Rosen, JC Ruble, TJ Beauchamp, A Navarro

Index: Rosen, Brandon R.; Ruble, J. Craig; Beauchamp, Thomas J.; Navarro, Antonio Organic Letters, 2011 , vol. 13, # 10 p. 2564 - 2567

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Citation Number: 50

Abstract

A convenient, general, and high yielding Pd-catalyzed cross-coupling of methanesulfonamide with aryl bromides and chlorides is reported. The use of this method eliminates concern over genotoxic impurities that can arise when an aniline is reacted with methanesulfonyl chloride. The application of this method to the synthesis of dofetilide is also reported.