Metal-Free Mediated Meerwein-Type Reaction: A Radical Cascade Arylation/Aryl Migration/Desulfonylation of Conjugated Alkenes,Organic Letters

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Metal-Free Mediated Meerwein-Type Reaction: A Radical Cascade Arylation/Aryl Migration/Desulfonylation of Conjugated Alkenes
Organic Letters ( IF 4.9 ) Pub Date : 2016-05-24 00:00:00 , DOI: 10.1021/acs.orglett.6b01041
Zhangqin Ni ₁ , Xin Huang ₁ , Yuanjiang Pan ₁

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A metal-free cascade arylation/aryl migration/desulfonylation of N-phenyl-N-(phenylsulfonyl)methacrylamide is described. The in situ generated diazonium salts from anilines and t-BuONO are used as aryl precursors. This process provides an efficient strategy for the synthesis of α-all-carbon quaternary stereocenters amides. A radical mechanism was proposed for this transformation.

中文翻译：

无金属介导的Meerwein型反应：共轭烯烃的自由基级联芳基化/芳基迁移/脱磺酰化

描述了N-苯基-N-（苯基磺酰基）甲基丙烯酰胺的无金属级联芳基化/芳基迁移/去磺酰化。由苯胺和叔-BuONO原位产生的重氮盐用作芳基前体。该方法为合成α-全碳四元立体中心酰胺提供了有效的策略。为这种转变提出了一种激进的机制。

更新日期：2016-05-24

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