Issue 6, 2022

Concomitant functionalization of two different ketones by merging Brønsted acid catalysis and radical relay coupling

Abstract

In the previous literature, incorporation of functional groups at the α-position of unactivated carbonyl compounds was mainly restricted to one kind of corresponding precursor. Herein, we report the concomitant functionalization of two distinct α-C–H bonds of carbonyls integrated with unactivated olefins and tert-butyl hydroperoxide selectively and efficiently in one pot by merging Brønsted acid catalysis and radical relay coupling, which delivers an array of structurally valuable unsymmetrical peroxy 1,9-diketones in moderate to good yields under metal-free conditions.

Graphical abstract: Concomitant functionalization of two different ketones by merging Brønsted acid catalysis and radical relay coupling

Supplementary files

Article information

Article type
Research Article
Submitted
29 Nov 2021
Accepted
15 Jan 2022
First published
17 Jan 2022

Org. Chem. Front., 2022,9, 1561-1566

Concomitant functionalization of two different ketones by merging Brønsted acid catalysis and radical relay coupling

L. Wang, L. Lv and Z. Li, Org. Chem. Front., 2022, 9, 1561 DOI: 10.1039/D1QO01787J

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