A new strategy for the synthesis of benzylic sulfonamides: Palladium-catalyzed arylation and sulfonamide metathesis

被引:26
|
作者
Grimm, Jonathan B. [1 ]
Katcher, Matthew H. [1 ]
Witter, David J. [1 ]
Northrup, Alan B. [1 ]
机构
[1] Merck Res Labs, Dept Drug Design & Optimizat, Boston, MA 02115 USA
来源
JOURNAL OF ORGANIC CHEMISTRY | 2007年 / 72卷 / 21期
关键词
D O I
10.1021/jo701431j
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] An efficient two-step strategy has been developed to access diversely functionalized benzylic sulfonamides. Execution of this strategy required the development of two reaction methods: the palladium-catalyzed cross-coupling of aryl halides with CH-acidic methanesulfonamides and a metathesis reaction between the resulting alpha-arylated sulfonamides and diverse amines. The broad scope of the cross-coupling process combined with a versatile sulfonamide metathesis constitutes an efficient strategy for the synthesis of various benzylic sulfonamides.
引用
收藏
页码:8135 / 8138
页数:4
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