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 अगस्त 2022
Accepted
05 अक्तूबर 2022
First published
07 अक्तूबर 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

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements