Issue 34, 2024
From the journal:

Chemical Communications

Highly substituted benzo[b]furan synthesis through substituent migration†

Akihiro Kobayashi,ab   Shinya Tabataa  and  Suguru Yoshida ORCID logo *a  

* Corresponding authors

a Department of Biological Science and Technology, Faculty of Advanced Engineering, Tokyo University of Science, 6-3-1 Niijuku, Katsushika-ku, Tokyo 125-8585, Japan
E-mail: s-yoshida@rs.tus.ac.jp

b Laboratory of Chemical Bioscience, Institute of Biomaterials and Bioengineering, Tokyo Medical and Dental University (TMDU), 2-3-10 Kanda-Surugadai, Chiyoda-ku, Tokyo 101-0062, Japan

Abstract

An unusual benzofuran synthesis from 2,6-disubstituted phenols and alkynyl sulfoxides is disclosed. Various highly substituted benzofurans were synthesized via the charge-accelerated [3,3]-sigmatropic rearrangement and subsequent substituent migration. Multiaryl-substituted benzofurans and fully substituted benzofurans were prepared on the basis of the unique reaction mechanism.

Graphical abstract: Highly substituted benzo[b]furan synthesis through substituent migration

About
Cited by
Related
Download options Please wait...

Supplementary files

Article information

DOI
https://doi.org/10.1039/D4CC01192A
Article type
Communication
Submitted
15 Mar 2024
Accepted
28 Mar 2024
First published
28 Mar 2024
This article is Open Access
Creative Commons BY-NC license

Chem. Commun., 2024,60, 4545-4548

Permissions

Request permissions

Highly substituted benzo[b]furan synthesis through substituent migration

A. Kobayashi, S. Tabata and S. Yoshida, Chem. Commun., 2024, 60, 4545 DOI: 10.1039/D4CC01192A

This article is licensed under a Creative Commons Attribution-NonCommercial 3.0 Unported Licence. You can use material from this article in other publications, without requesting further permission from the RSC, provided that the correct acknowledgement is given and it is not used for commercial purposes.

To request permission to reproduce material from this article in a commercial publication, 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 commercial 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