Issue 61, 2021

Selective oxidative intermolecular carbosulphenylation of aryl alkenes with thiols and nucleophiles via a 1,2-dithioethane intermediate

Abstract

A periodate lithium-oxidized difunctionalisation of aryl alkenes with thiols and electron-rich aromatics was achieved, selectively affording more than thirty carbosulphenylated products. Both experiments and quantum chemical calculations demonstrated the radical–polar nature of the processes, and that 1,2-dithioethane and thiiranium ions might play the role of intermediates.

Graphical abstract: Selective oxidative intermolecular carbosulphenylation of aryl alkenes with thiols and nucleophiles via a 1,2-dithioethane intermediate

Supplementary files

Article information

Article type
Communication
Submitted
12 May 2021
Accepted
30 Jun 2021
First published
01 Jul 2021

Chem. Commun., 2021,57, 7533-7536

Selective oxidative intermolecular carbosulphenylation of aryl alkenes with thiols and nucleophiles via a 1,2-dithioethane intermediate

Y. Wang, Z. Qi, Y. Niu, H. Feng, E. Benassi and B. Qian, Chem. Commun., 2021, 57, 7533 DOI: 10.1039/D1CC02517A

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