Issue 54, 2022

Photocatalytic 1,2-oxo-alkylation reaction of styrenes with diazoacetates

Abstract

We report on the photocatalytic 1,2-difunctionalization reaction of styrenes with acceptor-only diazoalkanes. In the presence of DABCO and tBuOOH, the carbene reactivity of diazoalkanes can be suppressed and a 1,2 oxo-alkylation reaction can be achieved (32 examples, up to 94% yield) without the formation of cyclopropane by-products via the formation of radical intermediates from ethyl diazoacetate.

Graphical abstract: Photocatalytic 1,2-oxo-alkylation reaction of styrenes with diazoacetates

Supplementary files

Article information

Article type
Communication
Submitted
28 Apr 2022
Accepted
01 Jun 2022
First published
02 Jun 2022

Chem. Commun., 2022,58, 7526-7529

Photocatalytic 1,2-oxo-alkylation reaction of styrenes with diazoacetates

F. Li, S. Zhu and R. M. Koenigs, Chem. Commun., 2022, 58, 7526 DOI: 10.1039/D2CC02414D

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