Issue 35, 2023

Palladium-catalyzed remote meta-C–H olefination of cinnamates

Abstract

The palladium-catalyzed remote meta-C–H olefination of geometrically challenging substituted cinnamates using a nitrile directing group derived from 2-cyanobenzoic acid has been described. This new protocol is applicable to various olefin coupling partners and provides the corresponding meta-olefinated products in very good yields and with high selectivity. In addition, using this methodology, a variety of acrylates with tethered bioactive molecules, such as naphthoquinone, methyl salicylate, paracetamol, thymol, sesamol, chalcone, naproxen, cholesterol and estrone, have been coupled to produce the desired meta-olefinated products.

Graphical abstract: Palladium-catalyzed remote meta-C–H olefination of cinnamates

Supplementary files

Article information

Article type
Communication
Submitted
20 jan. 2023
Accepted
28 mar. 2023
First published
03 apr. 2023

Chem. Commun., 2023,59, 5249-5252

Palladium-catalyzed remote meta-C–H olefination of cinnamates

M. Bakthadoss, M. A. Hussain and T. T. Reddy, Chem. Commun., 2023, 59, 5249 DOI: 10.1039/D3CC00289F

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