Issue 9, 2022

Efficient access to β-amino acid ester/β-amino ketone derivatives via photocatalytic radical alkoxycabonylimidation/carbonylimidation of alkenes

Abstract

A photocatalytic protocol for the synthesis of β-amino acid ester and β-amino ketone derivatives is developed using simple and easy-to-synthesize oxime oxalate and oxime phenylglyoxylate as difunctionalization reagents. These bifunctional reagents were used to generate iminyl and alkoxycarbonyl/benzoyl radicals via energy transfer-promoted N–O bond homolysis and decarbonation. More than 40 highly functionalized β-amino acid ester and β-amino ketone derivatives were obtained in 60–86% yields by taking advantage of different kinds of olefins such as ordinary aromatics, α-trifluoromethylstyrenes and β-CF3-1,3-enynes.

Graphical abstract: Efficient access to β-amino acid ester/β-amino ketone derivatives via photocatalytic radical alkoxycabonylimidation/carbonylimidation of alkenes

Supplementary files

Article information

Article type
Research Article
Submitted
18 Feb 2022
Accepted
21 Mar 2022
First published
22 Mar 2022

Org. Chem. Front., 2022,9, 2522-2528

Efficient access to β-amino acid ester/β-amino ketone derivatives via photocatalytic radical alkoxycabonylimidation/carbonylimidation of alkenes

P. Xia, F. Liu, Y. Pan, M. Yang and Y. Yang, Org. Chem. Front., 2022, 9, 2522 DOI: 10.1039/D2QO00268J

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