Issue 90, 2022

Dearomatization of benzopyrylium triflates with sulfoxonium ylides

Abstract

Benzopyrylium triflates react with sulfoxonium ylides to give rise to cyclopropanated products in up to 90% yield as a single diastereomer. The cyclopropanated products can easily undergo acid-mediated ring-expansion to afford benzo[b]oxepines. Control over the absolute stereochemistry of the process is possible when the reaction is executed under the influence of a suitable anion-binding catalyst.

Graphical abstract: Dearomatization of benzopyrylium triflates with sulfoxonium ylides

Associated articles

Supplementary files

Article information

Article type
Communication
Submitted
11 4月 2022
Accepted
27 9月 2022
First published
27 9月 2022

Chem. Commun., 2022,58, 12600-12603

Dearomatization of benzopyrylium triflates with sulfoxonium ylides

A. N. Leveille, M. M. Allegrezza, K. Laybourn and A. E. Mattson, Chem. Commun., 2022, 58, 12600 DOI: 10.1039/D2CC02023H

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