Issue 37, 2024

Photochemical direct alkylation of heteroarenes with alkanes, alcohols, amides, and ethers

Abstract

Direct functionalization of heteroarenes with simple alkanes utilizing anthracene as a photoredox catalyst has been established. This approach provides a sustainable alternative, avoiding costly reagents or peroxides. The method demonstrates a broad substrate scope, enabling regioselective alkylation of various heteroarenes, including azoles, pyridines, quinolines, isoquinolones, and quinoxalinones under mild conditions. A range of alkyl sources, such as alkanes, ethers, dioxane, trioxane, alcohol, and alkylamides were viable substrates. A plausible catalytic cycle was proposed based on the preliminary mechanistic evidence.

Graphical abstract: Photochemical direct alkylation of heteroarenes with alkanes, alcohols, amides, and ethers

Supplementary files

Article information

Article type
Paper
Submitted
05 Jul 2024
Accepted
24 Aug 2024
First published
26 Aug 2024

Org. Biomol. Chem., 2024,22, 7643-7648

Photochemical direct alkylation of heteroarenes with alkanes, alcohols, amides, and ethers

L. Mantry and P. Gandeepan, Org. Biomol. Chem., 2024, 22, 7643 DOI: 10.1039/D4OB01119H

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