Issue 54, 2019

A trisulfur radical anion (S3˙) involved sulfur insertion reaction of 1,3-enynes: sulfide sources control chemoselective synthesis of 2,3,5-trisubstituted thiophenes and 3-thienyl disulfides

Abstract

Cascade cyclization reactions of S3˙in situ generated from S2 with 1,3-enynes for the chemoselective synthesis of 2,3,5-trisubstituted thiophenes and 3-thienyl disulfides controlled by sulfide salts are developed. These two protocols provide new, environment-friendly and simple strategies to construct 2,3,5-trisubstituted thiophenes and 3-thienyl disulfides via the formation of two and six C–S bonds, respectively.

Graphical abstract: A trisulfur radical anion (S3˙−) involved sulfur insertion reaction of 1,3-enynes: sulfide sources control chemoselective synthesis of 2,3,5-trisubstituted thiophenes and 3-thienyl disulfides

Supplementary files

Article information

Article type
Communication
Submitted
10 May 2019
Accepted
11 Jun 2019
First published
11 Jun 2019

Chem. Commun., 2019,55, 7808-7811

A trisulfur radical anion (S3˙) involved sulfur insertion reaction of 1,3-enynes: sulfide sources control chemoselective synthesis of 2,3,5-trisubstituted thiophenes and 3-thienyl disulfides

J. Li, Q. Huang, W. Rao, S. Wang and S. Ji, Chem. Commun., 2019, 55, 7808 DOI: 10.1039/C9CC03604K

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