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CuX-Activated N-Halosuccinimide: Synthesis of 3-Haloquinolines via Electrophilic Cyclization of Alkynyl Imines

Le Liu, Dianpeng Chen, Jinzhong Yao, Qianshou Zong*, Jianbo Wang and Hongwei Zhou*

*Department of Chemistry, Zhejiang University (Campus Xixi), Hangzhou 310028, People’s Republic of China, Email: zongqianshou163.com, zhouhwzju.edu.cn

L. Liu, D. Chen, J. Yao, Q. Zong, J. Wang, H. Zhou, J. Org. Chem., 2017, 82, 4625-4630.

DOI: 10.1021/acs.joc.7b00131 (free Supporting Information)


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Abstract

An electrophilic cyclization of alkynyl imines provides polysubstituted 3-haloquinolines using CuX-activated N-halosuccinimdes (NXS) as electrophiles. The NXS/CuX system is more active than single NXS and can be applied in the electrophilic cyclization of electron-deficient substrates.


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Key Words

quinolines


ID: J42-Y2017