Issue 10, 2018

Visible-light-induced methylsulfonylation/bicyclization of C(sp3)-tethered 1,7-enynes using a DMSO/H2O system

Abstract

A visible light photocatalytic methylsulfonylation/bicyclization of C(sp3)-tethered 1,7-enynes has been established using a dimethyl sulfoxide (DMSO)/H2O system as the methylsulfonyl source. This reaction worked readily to access a wide range of sulfone-containing benzo[a]fluoren-5-ones with one quaternary carbon centre and generally good yields through C–S bond cleavage of DMSO. The reaction mechanism was proposed based on the control experiments.

Graphical abstract: Visible-light-induced methylsulfonylation/bicyclization of C(sp3)-tethered 1,7-enynes using a DMSO/H2O system

Supplementary files

Article information

Article type
Research Article
Submitted
29 Jan 2018
Accepted
26 Mar 2018
First published
27 Mar 2018

Org. Chem. Front., 2018,5, 1643-1650

Visible-light-induced methylsulfonylation/bicyclization of C(sp3)-tethered 1,7-enynes using a DMSO/H2O system

M. Huang, C. Zhu, C. He, Y. Zhu, W. Hao, D. Wang, S. Tu and B. Jiang, Org. Chem. Front., 2018, 5, 1643 DOI: 10.1039/C8QO00098K

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