Organophotoredox and Hydrogen Atom Transfer Cocatalyzed C-H Alkylation of Quinoxalin-2(1H)-ones with Aldehydes, Amides, Alcohols, Ethers, or Cycloalkanes

Liling Wang, Zhaoxing Chen, Guohua Fan, Xiaozu Liu* and Peijun Liu*

*Generic Drug Research Center of Guizhou Province, School of Pharmacy, Zunyi Medical University, Zunyi 563000, China, Email: xiaozliu126.com, pjliuzmu.edu.cn

L. Wang, Z. Chen, G. Fan, X. Liu, P. Liu, J. Org. Chem., 2022, 87, 14580-14587.

DOI: 10.1021/acs.joc.2c01967

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Abstract

The combination of organophotoredox catalysis with hydrogen atom transfer enables a mild C-H alkylation of quinoxalin-2(1H)-ones with feedstock aldehydes, amides, alcohols, ethers, or cycloalkanes. This reaction occurred under environmentally benign and external oxidant-free reaction conditions with good functional group compatibility.

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proposed mechanism

4CzIPN

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Key Words

quinoxalin-2(1H)-ones, photochemistry, organocatalysis

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ID: J42-Y2022