Issue 47, 2023

Deoxygenative coupling of alcohols with aromatic nitriles enabled by direct visible light excitation

Abstract

A general and practical protocol is presented for visible-light-driven deoxygenative coupling of alcohols with aromatic nitriles in the absence of external photocatalysts. Utilizing a hydroxyl activation strategy with carbon disulfide, this C(sp3)–C(sp2) constructing platform accommodates a broad scope of alcohols and aryl nitriles to deliver various alkyl-substituted arenes. Mechanism studies show that a single electron transfer event between a photoexcited aryl nitrile and a xanthate anion is key to the transformation.

Graphical abstract: Deoxygenative coupling of alcohols with aromatic nitriles enabled by direct visible light excitation

Supplementary files

Article information

Article type
Communication
Submitted
13 Oct 2023
Accepted
14 Nov 2023
First published
15 Nov 2023

Org. Biomol. Chem., 2023,21, 9316-9320

Deoxygenative coupling of alcohols with aromatic nitriles enabled by direct visible light excitation

Y. Xiong and X. Wu, Org. Biomol. Chem., 2023, 21, 9316 DOI: 10.1039/D3OB01676E

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