Organic Chemistry Portal

Abstracts

Search:

Copper-Catalyzed Enantioconvergent Radical N-Alkylation of Diverse (Hetero)aromatic Amines

Xuan-Yi Du, Jia-Heng Fang, Ji-Jun Chen, Boming Shen, Wei-Long Liu, Jia-Yong Zhang, Xue-Man Ye, Ning-Yuan Yang, Qiang-Shuai Gu, Zhong-Liang Li*, Peiyuan Yu*, Xin-Yuan Liu*

*School of Physical Sciences, Great Bay University, Dongguan; Southern University of Science and Technology, Shenzhen, China, Email: lizlgbu.edu.cn, yupysustech.edu.cn, liuxy3sustech.edu.cn

X.-Y. Du, J.-H. Fang, J.-J. Chen, B. Shen, W.-L. Liu, J.-Y. Zhang, X.-M. Ye, N.-Y. Yang, Q.-S. Gu, Z.-L. Li, P. Yu, X.-Y. Liu, J. Am. Chem. Soc., 2024, 146, 9444-9454.

DOI: 10.1021/jacs.4c02141



see article for more reactions

Abstract

A general copper-catalyzed enantioconvergent radical N-alkylation of aromatic amines with secondary/tertiary alkyl halides deliver value-added chiral amines and exhibits catalyst-controlled stereoselectivity. This strategy accommodates diverse aromatic amines, especially bulky secondary and primary ones to  (>110 examples).

see article for more examples


prosed catalytic cycle involving an outer-sphere nucleophilic attack


While ads financed 62% of the published abstracts in 2024, donations allowed us to publish additional 12%. 26% of the abstracts have been published voluntarly. If you kindly donate, we can publish more freely accessible information and help the chemical community even more:

If you don't like pawalls or a flood of more and more advertising, then you can send a clear signal here!


Key Words

α-amination


ID: J48-Y2024