Issue 24, 2021
From the journal:

Organic Chemistry Frontiers

Construction of 6H-benzo[c]thiochromenes via a tandem reaction of arynes with thionoesters†

Yi An,a   Fang Zhang,a   Guangfen Du, ORCID logo *a   Zhihua Cai ORCID logo a  and  Lin He ORCID logo *a  

* Corresponding authors

a Key Laboratory for Green Processing of Chemical Engineering of Xinjiang Bingtuan/School of Chemistry and Chemical Engineering, Shihezi University Xinjiang Uygur Autonomous Region, People's Republic of China
E-mail: duguangfen@shzu.edu.cn, helin@shzu.edu.cn

Abstract

A mild and transition-metal free tandem reaction for the construction of 6H-benzo[c]thiochromenes has been developed. Thionoesters react with two molecules of arynes through a Diels–Alder cycloaddition/nucleophilic arylation process to afford 6-alkoxy-6-aryl-6H-benzo[c]thiochromenes in 37–80% yields. In addition, the Diels–Alder cycloaddition/aromatization tandem reaction of thionoesters with one molecule of aryne provides the construction of 6-alkoxyl-6H-benzo[c]thiochromenes in 51–75% yields.

Graphical abstract: Construction of 6H-benzo[c]thiochromenes via a tandem reaction of arynes with thionoesters

About
Cited by
Related
Download options Please wait...

Supplementary files

Article information

DOI
https://doi.org/10.1039/D1QO01177D
Article type
Research Article
Submitted
07 Aug 2021
Accepted
31 Oct 2021
First published
10 Nov 2021

Org. Chem. Front., 2021,8, 6979-6984

Permissions

Request permissions

Construction of 6H-benzo[c]thiochromenes via a tandem reaction of arynes with thionoesters

Y. An, F. Zhang, G. Du, Z. Cai and L. He, Org. Chem. Front., 2021, 8, 6979 DOI: 10.1039/D1QO01177D

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