Issue 2, 2022

Metal-free visible-light-initiated direct C3 alkylation of quinoxalin-2(1H)-ones and coumarins with unactivated alkyl iodides

Abstract

We report, for the first time, a visible-light-promoted direct C3 alkylation of quinoxalin-2(1H)-ones and coumarins using readily accessible unactivated alkyl iodides as alkylation reagents. By applying this new approach, a broad range of valuable 3-alkylated quinoxalin-2(1H)-ones and coumarins (55 examples) can be facilely obtained at room temperature, thus showing the wide utility of this protocol. Notably, this practical reaction occurs under metal- and external photocatalyst-free conditions and exhibits a broad substrate scope and high functional-group tolerance.

Graphical abstract: Metal-free visible-light-initiated direct C3 alkylation of quinoxalin-2(1H)-ones and coumarins with unactivated alkyl iodides

Supplementary files

Article information

Article type
Paper
Submitted
27 Oct 2021
Accepted
13 Dec 2021
First published
13 Dec 2021

Green Chem., 2022,24, 858-863

Metal-free visible-light-initiated direct C3 alkylation of quinoxalin-2(1H)-ones and coumarins with unactivated alkyl iodides

J. Sun, H. Yang and B. Zhang, Green Chem., 2022, 24, 858 DOI: 10.1039/D1GC03992J

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