Organic Chemistry Portal

Abstracts

Search:

γ-Amino Butyric Acid (GABA) Synthesis Enabled by Copper-Catalyzed Carboamination of Alkenes

Nengbo Zhu, Ting Wang, Liang Ge, Yajun Li, Xinhao Zhang* and Hongli Bao*

*Peking University Shenzhen Graduate School, Shenzhen 518055; University of Chinese Academy of Sciences, 155 Yangqiao Road West, Fuzhou, Fujian 350002, China, Email: zhangxhpkusz.edu.cn, hlbaofjirsm.ac.cn

N. Zhu, T. Wang, L. Ge, Y. Li, X. Zhang, H. Bao, Org. Lett., 2017, 19, 4718-4721.

DOI: 10.1021/acs.orglett.7b01969 (free Supporting Information)


see article for more reactions

Abstract

Copper-catalyzed carboamination of alkenes enables an efficient synthesis of γ-amino butyric acid (GABA) derivatives from alkenes. In this difunctionalization reaction, acetonitrile serves as the source of the carbon and nitrogen functionalities. A copper-catalyzed radical-polar crossover mechanism is proposed.

see article for more examples

proposed mechanism



Key Words

Nitriles, Ritter Reaction, Benzoyl Peroxide


ID: J54-Y2017