Silver-Catalyzed Decarboxylative Azidation of Aliphatic Carboxylic Acids

Yuchao Zhu, Xinyao Li, Xiaoyang Wang, Xiaoqiang Huang, Tao Shen, Yiqun Zhang, Xiang Sun, Miancheng Zou, Song Song* and Ning Jiao*

*State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, Xue Yuan Road 38, Beijing 100191, China, Email: ssongchemgmail.com, jiaoningpku.edu.cn

Y. Zhu, X. Liu, X. Wang, X. Huang, T. Shen, Y. Zhang, X. Sun, M. Zou, S. Song, N. Jiao, Org. Lett., 2015, 17, 4702-4705.

DOI: 10.1021/acs.orglett.5b02155 (free Supporting Information)

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Abstract

In a catalytic decarboxylative nitrogenation, a series of tertiary, secondary, and primary organoazides were prepared from easily available aliphatic carboxylic acids by using K₂S₂O₈ as the oxidant and PhSO₂N₃ as the nitrogen source via an alkyl radical process.

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Key Words

alkyl azides, potassium peroxydisulfate

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ID: J54-Y2015