Oxidative Olefination of Secondary Amines with Carbon Nucleophiles

YG Zhang, JK Xu, XM Li, SK Tian

Index: Zhang, Yong-Gang; Xu, Jing-Kun; Li, Xi-Ming; Tian, Shi-Kai European Journal of Organic Chemistry, 2013 , # 18 p. 3648 - 3652

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Citation Number: 2

Abstract

Abstract An unprecedented olefination reaction of secondary amines with carbon nucleophiles has been developed through C–N/C–H functionalization under metal-free oxidative conditions. In the presence of a stoichiometric amount of 2, 3-dichloro-5, 6-dicyano- 1, 4-benzoquinone (DDQ), a range of secondary N-alkylanilines smoothly underwent oxidative olefination with 2-alkylazaarenes, acetophenone, and malononitrile to give ...