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Atmospheric oxidative catalyst-free cross-dehydrogenative coupling of aldehydes with N-hydroxyimides
Authors:Xiaohe Xu  Pingping Li  Yingyi Huang  Chuo Tong  YiYan Yan  Yuanyuan Xie
Affiliation:1. Collaborative Innovation Center of Yangtze River Delta Region Green Pharmaceuticals, Zhejiang University of Technology, Hangzhou, PR China;2. College of Pharmaceutical Sciences, Zhejiang University of Technology, Hangzhou, PR China
Abstract:
Cross-dehydrogenative coupling (CDC) reactions of aldehydes with N-hydroxyimidates such as N-hydroxysuccinimide (NHSI), N-hydroxyphthalimide (NHPI) under catalyst-free conditions is described. Moreover, the desired products can be obtained simply by recrystallization from ethanol. This method is also applicable to the synthesis of amides in excellent yields. A radical mechanism of the type shown in Scheme 4 is proposed based upon the inhibition of the reaction in the presence of TEMPO.
Keywords:Catalyst-free  Cross-dehydrogenative coupling  Atmospheric oxidative  Aldehydes  Corresponding author at: Collaborative Innovation Center of Yangtze River Delta Region Green Pharmaceuticals, Zhejiang University of Technology, Hangzhou, PR China.
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