Issue 47, 2016, Issue in Progress
From the journal:

RSC Advances

Rhodium-catalysed tandem dehydrogenative coupling–Michael addition: direct synthesis of phthalides from benzoic acids and alkenes†

Andrea Renzetti,*abc   Hiroshi Nakazawab  and  Chao-Jun Li*c  

* Corresponding authors

a Department of Chemistry, University of Cambridge, Cambridge CB2 1EW, UK
E-mail: ar774@cam.ac.uk

b Department of Chemistry, Graduate School of Science, Osaka City University, Osaka 558-8585, Japan

c Department of Chemistry, McGill University, 801 Sherbrooke Street West, Montreal H3A 0B8, Quebec, Canada
E-mail: cj.li@mcgill.ca

Abstract

[(COD)RhCl]2 catalyses the coupling of benzoic acids and alkenes in the presence of Cu(OAc)2·H2O and dicyclopentadiene to afford phthalides in 15–93% yield. A 3-substituted or 3,7-disubstituted product is obtained selectively depending on alkene type. The reaction is highly atom-economical and uses readily available starting materials.

Graphical abstract: Rhodium-catalysed tandem dehydrogenative coupling–Michael addition: direct synthesis of phthalides from benzoic acids and alkenes

About
Cited by
Related
Download options Please wait...

Supplementary files

Article information

DOI
https://doi.org/10.1039/C6RA07671H
Article type
Communication
Submitted
23 Mar 2016
Accepted
17 Apr 2016
First published
22 Apr 2016

RSC Adv., 2016,6, 40626-40630

Permissions

Request permissions

Rhodium-catalysed tandem dehydrogenative coupling–Michael addition: direct synthesis of phthalides from benzoic acids and alkenes

A. Renzetti, H. Nakazawa and C. Li, RSC Adv., 2016, 6, 40626 DOI: 10.1039/C6RA07671H

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