Issue 5, 2024

Organophotoredox-catalyzed stereoselective reductive dimerization of chromone-2-carboxylic esters

Abstract

The irradiation of chromone-2-carboxylic esters with a blue LED in the presence of Rose Bengal and triethanolamine (TEOA) is used to obtain 2,2′-bichromanone of methyl, ethyl, n-propyl, iso-propyl, n-butyl, n-pentyl, and n-hexyl chromone-2-carboxylic esters in 52–93% yield and drtrans : cis up to 83 : 17. The key role played by Rose Bengal, TEOA, and blue light was established through numerous control experiments and a plausible mechanism is discussed.

Graphical abstract: Organophotoredox-catalyzed stereoselective reductive dimerization of chromone-2-carboxylic esters

Supplementary files

Article information

Article type
Communication
Submitted
09 Dec 2023
Accepted
08 Jan 2024
First published
09 Jan 2024

New J. Chem., 2024,48, 1902-1906

Organophotoredox-catalyzed stereoselective reductive dimerization of chromone-2-carboxylic esters

A. De, T. Manna, S. C. Debnath and S. M. Husain, New J. Chem., 2024, 48, 1902 DOI: 10.1039/D3NJ05659G

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