4.7 Article

C-H benzylation of quinoxalin-2(1H)-ones via visible-light riboflavin photocatalysis

Journal

ORGANIC CHEMISTRY FRONTIERS
Volume 9, Issue 10, Pages 2653-2658

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/d1qo01910d

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Funding

  1. Scientific Research Foundation of Qingdao University of Science and Technology [1203043003457]

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A highly efficient visible-light promoted benzylation method using riboflavin as a green photocatalyst has been developed for synthesizing C3-benzylated quinoxalin-2(1H)-one derivatives. This method offers a new approach for the synthesis of these derivatives, with potential applications in pharmaceutical and synthetic chemistry.
An efficient visible-light promoted riboflavin-catalyzed direct benzylation of substituted quinoxalin-2(1H)-ones for the synthesis of various C3-benzylated quinoxalin-2(1H)-one derivatives has been developed under mild conditions. The present method uses readily available benzyl bromides as alkylating reagents and environmentally friendly and inexpensive riboflavin (vitamin B-2) as a green organic photocatalyst. This method opens a new avenue towards C3-benzylated quinoxalin-2(1H)-ones, thus promising their broad applications in pharmaceutical chemistry and synthetic chemistry.

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