Issue 21, 2023

Aliphatic C–H arylation with heteroarenes without photocatalysts

Abstract

Direct sp3 C–H arylation with heteroarenes is a straightforward approach for accessing valuable heteroarene-containing molecules. Unlike the established approaches that generally require precious metal catalysts, directing groups, stoichiometric strong oxidants and high temperatures, we report herein a scalable and mild strategy for aliphatic C–H arylation with heteroarenes under photocatalyst-free and strong oxidant-free conditions. This photochemistry features a broad substrate scope, good to excellent yields, and extremely mild conditions. Spectroscopic studies reveal that protonated heteroarenes have light-absorbing ability to initiate alkyl radical formation from aliphatic C–H bonds under aerobic visible light irradiation.

Graphical abstract: Aliphatic C–H arylation with heteroarenes without photocatalysts

Supplementary files

Article information

Article type
Communication
Submitted
01 Sep 2023
Accepted
27 Sep 2023
First published
28 Sep 2023

Green Chem., 2023,25, 8500-8504

Aliphatic C–H arylation with heteroarenes without photocatalysts

R. Ci, J. Qiao, Q. Gan, B. Chen, C. Tung and L. Wu, Green Chem., 2023, 25, 8500 DOI: 10.1039/D3GC03292B

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