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Peroxidation of C-H Bonds Adjacent to an Amide Nitrogen Atom under Mild Conditions

Hui Yu* and Jie Shen

*Key Laboratory of Yangtze River Water Environment, Ministry of Education, Siping Road 1239, Shanghai, 200092, P. R. China, Email: yuhuitongji.edu.cn

H. Yu, J. Shen, Org. Lett., 2014, 16, 3204-3207.

DOI: 10.1021/ol5012168 (free Supporting Information)


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Abstract

tert-Butylperoxyamido acetals can be generated in high yields under mild conditions via oxidative functionalization of C-H bonds adjacent to the amide nitrogen atom. Treatment with Grignard reagents enables the synthesis of α-substituted amides.

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Key Words

peroxides, N,O-acetals, benzylamines


ID: J54-Y2014