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Direct Alkylation of Quinoxalinones with Boracene-Based Alkylborate under Visible Light Irradiation

Wenyan Zhao, Yage Zhang, Shuo Yuan, Xingkang Yu, Li Liu, Jian Li

2023The Journal of Organic Chemistry19 citationsDOI

Abstract

An efficient synthesis of a variety of 3-alkyl quinoxalinones via C-H direct alkylation by photoredox catalysis between quinoxalinones and alkylborates is reported. A range of quinoxalinones was tolerated well. This visible-light photocatalysis reaction allows access to structurally diverse 3-alkyl quinoxalinones in good to excellent yields. The practicality of this protocol was demonstrated by the concise synthesis of a potential bioactive nonpeptide angiotensin II receptor antagonist.

Topics & Concepts

AlkylationChemistryPhotocatalysisAlkylPhotoredox catalysisCombinatorial chemistryVisible spectrumCatalysisIrradiationOrganic chemistryMaterials scienceNuclear physicsPhysicsOptoelectronicsSynthesis and Biological EvaluationRadical Photochemical ReactionsFluorine in Organic Chemistry
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