Issue 23, 2022

Photoinduced ligand to metal charge transfer enabling cerium mediated decarboxylative alkylation of quinoxalin-2(1H)-ones

Abstract

Here, we report the cerium-mediated decarboxylative alkylation of quinoxalin-2(1H)-ones utilizing feedstock carboxylic acids as a radical precursor via photoinduced-LMCT. This operationally simple protocol overcomes the limitation of the direct use of carboxylic acids to access alkyl radicals. Spectroscopic investigations reveal the photoinduced LMCT and CO2 evolving events. We have utilized a broad range of alkyl carboxylic acids (1° to 3° acids), amino acids and pharmaceutically-important acids as a coupling partner to synthesise the desired alkylated heterocyclic product in good to excellent yields.

Graphical abstract: Photoinduced ligand to metal charge transfer enabling cerium mediated decarboxylative alkylation of quinoxalin-2(1H)-ones

Supplementary files

Article information

Article type
Communication
Submitted
10 Feb 2022
Accepted
21 Feb 2022
First published
22 Feb 2022

Chem. Commun., 2022,58, 3831-3834

Photoinduced ligand to metal charge transfer enabling cerium mediated decarboxylative alkylation of quinoxalin-2(1H)-ones

S. Singh, N. Dagar and S. R. Roy, Chem. Commun., 2022, 58, 3831 DOI: 10.1039/D2CC00840H

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