Issue 6, 2023

Nickel-catalyzed desulfonylative olefination of β-hydroxysulfones

Abstract

Disclosed herein is a protocol that permits the desulfonylative olefination of β-hydroxy, β-keto and β-ethereal sulfones through the activity of a Ni-NHC catalyst. Employing this method allows for the reliable synthesis of both nonconjugated and conjugated olefins with mono, di, tri or tetrasubstitution patterns. A brief mechanistic exploration of this reaction provides evidence to support the existence of both radical and organonickel intermediates en route to form product.

Graphical abstract: Nickel-catalyzed desulfonylative olefination of β-hydroxysulfones

Supplementary files

Article information

Article type
Research Article
Submitted
16 Dec 2022
Accepted
08 Feb 2023
First published
20 Feb 2023

Org. Chem. Front., 2023,10, 1399-1404

Nickel-catalyzed desulfonylative olefination of β-hydroxysulfones

A. Cook, M. Bezaire and S. G. Newman, Org. Chem. Front., 2023, 10, 1399 DOI: 10.1039/D2QO01999J

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