Issue 16, 2023

Direct acylcyanation of aryl alkenes by dual photoredox and copper catalysis

Abstract

A mild and effective method for the direct acylcyanation of aryl alkenes with aroyl chlorides and trimethylsilyl cyanide (TMSCN) by merging photoredox and copper catalysis is described. This protocol uses commercially available starting materials to introduce acyl and cyano groups into a molecule simultaneously by direct bifunctionalization of alkenes in one step, which avoids the tedious pre-preparation of starting materials. The method is also applicable to aromatic and aliphatic sulfonyl chlorides to provide a series of β-sulfonyl nitriles. This procedure features good substrate tolerance and delivers 40 desired products with moderate to good yields.

Graphical abstract: Direct acylcyanation of aryl alkenes by dual photoredox and copper catalysis

Supplementary files

Article information

Article type
Research Article
Submitted
20 Apr 2023
Accepted
02 Jul 2023
First published
04 Jul 2023

Org. Chem. Front., 2023,10, 4016-4022

Direct acylcyanation of aryl alkenes by dual photoredox and copper catalysis

C. Dong, Z. Guan and Y. He, Org. Chem. Front., 2023, 10, 4016 DOI: 10.1039/D3QO00592E

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