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. 2011 May 20;13(10):2564-7.
doi: 10.1021/ol200660s. Epub 2011 Apr 21.

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

Brandon R Rosen  1 , J Craig Ruble, Thomas J Beauchamp, Antonio Navarro
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Mild Pd-catalyzed N-arylation of methanesulfonamide and related nucleophiles: avoiding potentially genotoxic reagents and byproducts

Brandon R Rosen et al. Org Lett. .

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.

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