Issue 13, 2021

α-Arylation of (hetero)aryl ketones in aqueous surfactant media

Abstract

α-Arylation reactions can be performed in water, enabled by a designer surfactant,under mild conditions and in the absence of organic co-solvents. A multitude of aryl and heteroaryl ketones are amenable to coupling with functionalized aryl halides. Use of a lipophilic base that can gain entry to the micellar inner cores mediates enolization. In some cases, palladium loadings as low as 2500 ppm (0.25 mol%) are sufficient for coupling in a completely recyclable medium, exemplifying chemistry in water.

Graphical abstract: α-Arylation of (hetero)aryl ketones in aqueous surfactant media

Supplementary files

Article information

Article type
Paper
Submitted
05 May 2021
Accepted
16 Jun 2021
First published
22 Jun 2021

Green Chem., 2021,23, 4858-4865

Author version available

α-Arylation of (hetero)aryl ketones in aqueous surfactant media

A. B. Wood, D. E. Roa, F. Gallou and B. H. Lipshutz, Green Chem., 2021, 23, 4858 DOI: 10.1039/D1GC01572A

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