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Transition-Metal-Free Oxidative α-C-H Amination of Ketones via a Radical Mechanism: Mild Synthesis of α-Amino Ketones

Qing Jiang, Bin Xu, An Zhao, Jing Jia, Tian Liu and Cancheng Guo*

*College of Chemistry and Chemical Engineering, Advanced Catalytic Engineering Research Center of the Ministry of Education, Hunan University, Changsha 410082, China, Email: ccguohnu.edu.cn

Q. Jiang, B. Xu, A. Zhao, J. Jia, T. Liu, C. Guo, J. Org. Chem., 2014, 79, 8750-8756.

DOI: 10.1021/jo5015855 (free Supporting Information)


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Abstract

The use of ammonium iodide as the catalyst and sodium percarbonate as the co-oxidant enables a transition-metal-free direct α-C-H amination of ketones. A wide range of ketone ((hetero)aromatic or nonaromatic ketones) and amine (primary/secondary amines, anilines, or amides) substrates undergo cross-coupling to generate synthetically useful α-amino ketones.

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Key Words

α-amination, sodium percarbonate


ID: J42-Y2014