Synthesis 2020; 52(02): 219-226
DOI: 10.1055/s-0039-1690726
paper
© Georg Thieme Verlag Stuttgart · New York

Visible-Light-Promoted C2 Trifluoromethylation of Quinoline N-Oxides

Ce Liang
a   MIIT Key Laboratory of Critical Materials Technology for New Energy Conversion and Storage, School of Chemistry and Chemical Engineering, Harbin Institute of Technology, Harbin 150001, P. R. of China   Email: gaoguol@hit.edu.cn
,
Wang-Tao Zhuo
a   MIIT Key Laboratory of Critical Materials Technology for New Energy Conversion and Storage, School of Chemistry and Chemical Engineering, Harbin Institute of Technology, Harbin 150001, P. R. of China   Email: gaoguol@hit.edu.cn
,
Yan-Ning Niu
b   Department of Teaching and Research, Nanjing Forestry University, Huaian 223003, P. R. of China
,
Guo-Lin Gao
a   MIIT Key Laboratory of Critical Materials Technology for New Energy Conversion and Storage, School of Chemistry and Chemical Engineering, Harbin Institute of Technology, Harbin 150001, P. R. of China   Email: gaoguol@hit.edu.cn
› Author Affiliations
This work was supported by National Natural Science Foundation of China (No. 21302029), the Fundamental Research Funds for the Central Universities (HIT.NSRIF.2014064), and the Heilongjiang Postdoctoral Science Foundation (No. LBH-Z14104).
Further Information

Publication History

Received: 03 August 2019

Accepted after revision: 07 October 2019

Publication Date:
28 October 2019 (online)


Abstract

A photoredox catalytic strategy has been described for the direct C2 trifluoromethylation of quinoline N-oxides. This reaction is compatible with a range of synthetically relevant functional groups for providing efficient synthesis of a variety of C2 trifluoromethyl quinoline N-oxides at room temperature. Mechanistic studies indicated that the reaction proceeds via a radical pathway.

Supporting Information