Mild Pd-Catalyzed N-Arylation of Methanesulfonamide and Related Nucleophiles: Avoiding Potentially Genotoxic Reagents and Byproducts

被引:105
作者
Rosen, Brandon R. [1 ]
Ruble, J. Craig [1 ]
Beauchamp, Thomas J. [1 ]
Navarro, Antonio [1 ]
机构
[1] Eli Lilly & Co, Lilly Corp Ctr, Indianapolis, IN 46285 USA
关键词
CROSS-COUPLING REACTIONS; C-N; ARYL CHLORIDES; PHOSPHINE-LIGANDS; PALLADIUM; SULFONAMIDES; AMINATION; HALIDES; COMPLEXES; BROMIDES;
D O I
10.1021/ol200660s
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
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.
引用
收藏
页码:2564 / 2567
页数:4
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