Issue 21, 2024

Synthesis of β-amino acid derivatives via photoredox-catalyzed radical cross–coupling of anilines with diazo compounds

Abstract

A photoredox-catalyzed radical cross–coupling protocol for the synthesis of β-amino acid derivatives has been developed. Under mild reaction conditions, readily available N-methyl anilines and α-diazoacetates are used as radical precursors, and nitrogen gas is the only side product. This straightforward and atom-economic protocol enables the synthesis of a range of β-amino acid esters in moderate to excellent yields (up to 96%). This work has not only provided a new and efficient strategy for the synthesis of β-amino acid esters, but also settled the remaining challenges in radical transformation-based synthetic strategies for β-amino acid derivatives.

Graphical abstract: Synthesis of β-amino acid derivatives via photoredox-catalyzed radical cross–coupling of anilines with diazo compounds

Supplementary files

Article information

Article type
Research Article
Submitted
30 Jul 2024
Accepted
03 Sep 2024
First published
05 Sep 2024

Org. Chem. Front., 2024,11, 6042-6047

Synthesis of β-amino acid derivatives via photoredox-catalyzed radical cross–coupling of anilines with diazo compounds

C. Tian, D. Yang, Y. Liu, W. Chen, Y. Zhang and H. Zhang, Org. Chem. Front., 2024, 11, 6042 DOI: 10.1039/D4QO01396D

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