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Heterogeneous Chitosan@Copper(II)‐Catalyzed Remote Trifluoromethylation of Aminoquinolines with the Langlois Reagent by Radical Cross‐Coupling
Author(s) -
Shen Chao,
Xu Jun,
Ying Beibei,
Zhang Pengfei
Publication year - 2016
Publication title -
chemcatchem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.497
H-Index - 106
eISSN - 1867-3899
pISSN - 1867-3880
DOI - 10.1002/cctc.201601068
Subject(s) - trifluoromethylation , reagent , catalysis , reusability , chemistry , copper , chitosan , combinatorial chemistry , medicinal chemistry , organic chemistry , computer science , alkyl , software , trifluoromethyl , programming language
The first remote C−H trifluoromethylation of N ‐(quinolin‐8‐yl)benzamide derivatives was accomplished with a user‐friendly chitosan‐based heterogeneous copper catalyst under mild conditions. The position‐selective C−H activation protocol afforded the corresponding coupling products in good to excellent yields with excellent reusability of the catalyst by using the low‐costing and stable Langlois reagent (CF 3 SO 2 Na) as the “CF 3 ” source. Furthermore, control experiments suggested a single‐electron‐transfer process played a vital role in the heterogeneous C−CF 3 cross‐coupling.
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