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C–H Trifluoromethylation of 2-Substituted/Unsubstituted Aminonaphthoquinones at Room Temperature with Bench-Stable (CF3SO2)2Zn: Synthesis and Antiproliferative Evaluation

Author:
Li, Jing, Zhang, Xiaofei, Xiang, Haoyue, Tong, Linjiang, Feng, Fang, Xie, Hua, Ding, Jian, Yang, Chunhao
Source:
Journal of organic chemistry 2017 v.82 no.13 pp. 6795-6800
ISSN:
1520-6904
Subject:
ambient temperature, chemical reactions, humans, moieties, naphthoquinones, neoplasms, organic chemistry
Abstract:
A direct C–H trifluoromethylation of 2-amino-1,4-naphthoquinone analogues is described. This reaction proceeds under mild conditions at open atmosphere, providing a range of CF₃-containing naphthoquinones with good yield and functional group compatibility. All synthetic compounds were screened for antiproliferative activity against three human cancer cell lines. Notably, some of those trifluoromethyl analogs, such as 3a, 3g, 3j, and 3t, showed good antiproliferative profiles.
Agid:
5763854