Issue 5, 2023

The xanthate route to tetralones, tetralins, and naphthalenes. A brief account

Abstract

The present account summarises routes to tetralones, tetralines, and naphthalenes based on the chemistry of xanthates developed in the authors’ laboratory. The degenerative reversible transfer of xanthates allows radical addition even to unactivated, electronically unbiased alkenes, and tolerates a broad range of functional groups, in particular common polar groups such as esters, ketones, nitriles, amides, carbamates, etc. Xanthates also allow radical ring closures onto aromatic rings. This feature, in combination with the intermolecular addition to alkenes, can be used to construct tetralones and tetralines. With the appropriate appendages, the former can be converted into napthalenes with a variety of substitution patterns. This translates into a convergent approach to a vast array of building blocks of interest to the pharmaceutical and agrochemical industries, and to material sciences.

Graphical abstract: The xanthate route to tetralones, tetralins, and naphthalenes. A brief account

Article information

Article type
Review Article
Submitted
27 Nov 2022
Accepted
26 Dec 2022
First published
26 Dec 2022

Org. Biomol. Chem., 2023,21, 910-924

The xanthate route to tetralones, tetralins, and naphthalenes. A brief account

B. Quiclet-Sire and S. Z. Zard, Org. Biomol. Chem., 2023, 21, 910 DOI: 10.1039/D2OB02159E

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