Issue 19, 2022

Copper catalyzed cyano-sulfonylation of allenes via the insertion of sulfur dioxide toward the synthesis of (E)-α-cyanomethyl vinylsulfones

Abstract

An efficient and practical method for highly regio- and stereo-selective cyanosulfonylation of allenes by inserting sulfur dioxide to synthesize useful (E)-α-cyanomethyl vinylsulfones has been explored. This strategy features mild experimental conditions and good substrate compatibility. Interestingly, SOgen displayed a higher reactivity than other SO2 surrogates. The obtained products could be further transformed into other valuable compounds. The preliminary mechanism studies indicate that the reaction may go through a radical pathway.

Graphical abstract: Copper catalyzed cyano-sulfonylation of allenes via the insertion of sulfur dioxide toward the synthesis of (E)-α-cyanomethyl vinylsulfones

Supplementary files

Article information

Article type
Research Article
Submitted
04 Jul 2022
Accepted
06 Aug 2022
First published
08 Aug 2022

Org. Chem. Front., 2022,9, 5141-5146

Copper catalyzed cyano-sulfonylation of allenes via the insertion of sulfur dioxide toward the synthesis of (E)-α-cyanomethyl vinylsulfones

Y. Li, X. Zhang and Z. Lian, Org. Chem. Front., 2022, 9, 5141 DOI: 10.1039/D2QO01063A

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