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

Authors

  • 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

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).
Weitere Informationen

Publikationsverlauf

Received: 03. August 2019

Accepted after revision: 07. Oktober 2019

Publikationsdatum:
28. Oktober 2019 (online)


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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.

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