Regio- and stereo-selective synthesis of β-phenylthio enamides via intramolecular 1,2-thiol migration

Yunqing Zhuang; Jin Zhang; Kai Yang; Gehua Bi; Xin Huang; Weimin Zhang

doi:10.1039/D3QO02078A

You do not have JavaScript enabled. Please enable JavaScript to access the full features of the site or access our non-JavaScript page.

Regio- and stereo-selective synthesis of β-phenylthio enamides via intramolecular 1,2-thiol migration†

Yunqing Zhuang,^a Jin Zhang,^a Kai Yang,^a Gehua Bi,^a Xin Huang

*^a and Weimin Zhang*^a

Author affiliations

* Corresponding authors

^a School of Chemistry and Chemical Engineering, Shandong University of Technology, Zibo 255049, Shandong, P. R. China
E-mail: huangxinroy@sdut.edu.cn, wmzhang@sdut.edu.cn

Abstract

An efficient and novel method for the synthesis of β-phenylthio enamides via intramolecular 1,2-thiol migration has been developed. The preliminary experimental and computational studies suggest an unconventional mechanism involving the additive Pummerer reaction, 1,2-thiol migration, nucleophilic addition, and a syn-elimination process.

Download options Please wait...

Supplementary files

Article information

DOI: https://doi.org/10.1039/D3QO02078A
Article type: Research Article
Submitted: 19 Dec 2023
Accepted: 29 Mar 2024
First published: 08 Apr 2024

Download Citation

Org. Chem. Front., 2024,11, 2442-2447

Permissions

Request permissions

Regio- and stereo-selective synthesis of β-phenylthio enamides via intramolecular 1,2-thiol migration

Y. Zhuang, J. Zhang, K. Yang, G. Bi, X. Huang and W. Zhang, Org. Chem. Front., 2024, 11, 2442 DOI: 10.1039/D3QO02078A

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.

Social activity

Fetching data from CrossRef.
This may take some time to load.

Organic Chemistry Frontiers

Regio- and stereo-selective synthesis of β-phenylthio enamides via intramolecular 1,2-thiol migration†

Abstract

Supplementary files

Article information

Download Citation

Permissions

Regio- and stereo-selective synthesis of β-phenylthio enamides via intramolecular 1,2-thiol migration

Social activity

Search articles by author

Spotlight

Advertisements