Issue 1, 2019

Cu(OTf)2-mediated C(sp2)–H arylsulfonylation of enamides via the insertion of sulfur dioxide

Abstract

An efficient and straightforward three-component reaction of enamides, aryldiazonium tetrafluoroborates, and 1,4-diazabicyclo[2.2.2]octane bis(sulfur dioxide) (DABSO) for the direct C(sp2)–H arylsulfonylation of enamides has been developed. This Cu(OTf)2-mediated SO2 insertion reaction proceeds smoothly to afford a diverse range of β-amidovinyl sulfones bearing manifold functional groups in moderate to excellent yields with high regio- and stereoselectivities.

Graphical abstract: Cu(OTf)2-mediated C(sp2)–H arylsulfonylation of enamides via the insertion of sulfur dioxide

Supplementary files

Article information

Article type
Research Article
Submitted
23 Oct 2018
Accepted
21 Nov 2018
First published
23 Nov 2018

Org. Chem. Front., 2019,6, 94-98

Cu(OTf)2-mediated C(sp2)–H arylsulfonylation of enamides via the insertion of sulfur dioxide

T. Zhu, X. Zhang, K. Zhao and T. Loh, Org. Chem. Front., 2019, 6, 94 DOI: 10.1039/C8QO01144C

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