Issue 23, 2022

Catalyst-free aerobic radical cascade reactions of o-vinylphenylisocyanides with thiols to access 2-thio-substituted quinolines

Abstract

We herein report an efficient and green aerobic radical cascade reaction of o-vinylphenylisocyanides with thiols to access a broad range of 2-thio-substituted quinolines without the need for additional catalysts or oxidants. Mechanistic investigations suggested that this reaction was initiated by a thiyl radical generated under aerobic conditions to form thioimidoyl radicals, followed by radical annulation with a vinyl substituent.

Graphical abstract: Catalyst-free aerobic radical cascade reactions of o-vinylphenylisocyanides with thiols to access 2-thio-substituted quinolines

Supplementary files

Article information

Article type
Research Article
Submitted
29 Aug 2022
Accepted
05 Okt 2022
First published
07 Okt 2022

Org. Chem. Front., 2022,9, 6484-6489

Catalyst-free aerobic radical cascade reactions of o-vinylphenylisocyanides with thiols to access 2-thio-substituted quinolines

J. Wang, H. Liu, Y. Liu, W. Hao, Y. Yang, Y. Sun and X. Xu, Org. Chem. Front., 2022, 9, 6484 DOI: 10.1039/D2QO01371A

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