Issue 11, 2017

Visible-light photoredox catalyzed hydroacylation of electron-deficient alkenes: carboxylic anhydride as an acyl radical source

Abstract

A convenient method mediated by photoredox catalysis for the direct construction of 1,4-dicarbonyl compounds has been developed. Simple aromatic symmetric carboxylic anhydrides or mixed anhydrides (generated in situ) have been utilized as an acyl radical source in addition to different types of Michael acceptors. A wide range of substrates are amenable to this new type of acyl Michael addition under mild conditions with broad functional group tolerance. As an application, a novel four-step synthesis of medicinal agent haloperidol is also presented.

Graphical abstract: Visible-light photoredox catalyzed hydroacylation of electron-deficient alkenes: carboxylic anhydride as an acyl radical source

Supplementary files

Article information

Article type
Research Article
Submitted
09 Jun 2017
Accepted
22 Jul 2017
First published
02 Aug 2017

Org. Chem. Front., 2017,4, 2230-2234

Visible-light photoredox catalyzed hydroacylation of electron-deficient alkenes: carboxylic anhydride as an acyl radical source

S. Dong, G. Wu, X. Yuan, C. Zou and J. Ye, Org. Chem. Front., 2017, 4, 2230 DOI: 10.1039/C7QO00453B

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