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

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

2022The Journal of Organic Chemistry23 citationsDOI

Abstract

Described is a mild method that merges organophotoredox catalysis with hydrogen atom transfer to enable 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, providing a general and sustainable access to various C3-alkylated quinoxalinone derivatives with broad substituent diversity and good functional group compatibility.

Topics & Concepts

AlkylationChemistryCatalysisHydrogen atomSubstituentOrganic chemistryReaction conditionsMedicinal chemistryCombinatorial chemistryGroup (periodic table)Synthesis and Biological EvaluationRadical Photochemical ReactionsOxidative Organic Chemistry Reactions
Organophotoredox and Hydrogen Atom Transfer Cocatalyzed C–H Alkylation of Quinoxalin-2(1<i>H</i>)-ones with Aldehydes, Amides, Alcohols, Ethers, or Cycloalkanes | Litcius