Issue 24, 2019

Visible-light-promoted direct C–H/S–H cross-coupling of quinoxalin-2(1H)-ones with thiols leading to 3-sulfenylated quinoxalin-2(1H)-ones in air

Abstract

A new and efficient visible-light-mediated strategy has been developed for the synthesis of 3-sulfenylated quinoxalin-2(1H)-ones via direct C–H sulfenylation of quinoxalin-2(1H)-ones with thiols in air at room temperature. Through this photochemical reaction, various 3-sulfenylated quinoxalin-2(1H)-ones can be efficiently and conveniently obtained in excellent yields with good functional group tolerance by simple use of rhodamine B as the cheap photocatalyst and air as the green oxidant.

Graphical abstract: Visible-light-promoted direct C–H/S–H cross-coupling of quinoxalin-2(1H)-ones with thiols leading to 3-sulfenylated quinoxalin-2(1H)-ones in air

Supplementary files

Article information

Article type
Research Article
Submitted
10 Oct 2019
Accepted
28 Oct 2019
First published
28 Oct 2019

Org. Chem. Front., 2019,6, 3950-3955

Visible-light-promoted direct C–H/S–H cross-coupling of quinoxalin-2(1H)-ones with thiols leading to 3-sulfenylated quinoxalin-2(1H)-ones in air

L. Xie, Y. Chen, L. Qin, Y. Wen, J. Xie, J. Tan, Y. Huang, Z. Cao and W. He, Org. Chem. Front., 2019, 6, 3950 DOI: 10.1039/C9QO01240K

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