Photoredox‐Catalyzed Transition‐Metal‐Free C(sp2)−H Phosphorylation Using 9‐Mesityl‐10‐Methylacridinium Perchlorate Photocatalyst

Visible light mediated transition‐metal‐free C(sp2)−H phosphorylation of thiazole and quinoxaline derivatives using Mes‐Acr‐MeClO4 as a photocatalyst has been described. This photoredox‐catalyzed direct C(sp2)−H phosphorylation transformation could smoothly proceed under mild conditions, utilizing o...

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Published in:ChemistrySelect (Weinheim) 2024-05, Vol.9 (18), p.n/a
Main Authors: Gao, Jin, Jiang, Shuangfei, Gan, Qiaoyu, Chen, Xi, Zhang, Rui, Zhu, Wenchao, Zhang, Xinghua, Jiang, Zeqi
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Language:English
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and Single electron transfer
Mes-Acr-MeClO4
Phosphorylation
Photocatalyst
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Jiang, Shuangfei
Gan, Qiaoyu
Chen, Xi
Zhang, Rui
Zhu, Wenchao
Zhang, Xinghua
Jiang, Zeqi
description Visible light mediated transition‐metal‐free C(sp2)−H phosphorylation of thiazole and quinoxaline derivatives using Mes‐Acr‐MeClO4 as a photocatalyst has been described. This photoredox‐catalyzed direct C(sp2)−H phosphorylation transformation could smoothly proceed under mild conditions, utilizing oxygen in the air as a green oxidant without the addition of metals, bases, additives, and external oxidants. The mechanistic studies helped to rationalize the formation of C(sp2)−P bond followed a radical pathway through a SET process. Photoredox‐catalyzed transition‐metal‐free C(sp2)−H phosphorylation of thiazole and quinoxalines using Mes‐Acr‐MeClO4 as a photocatalyst was described. This direct C(sp2)−H phosphorylation transformation can smoothly proceed under mild conditions, showing broad substrate scope. The developed protocol can utilize oxygen in the air as a green oxidant, bypassing the addition of metals, bases, additives, and external oxidants.
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subjects and Single electron transfer
Mes-Acr-MeClO4
Phosphorylation
Photocatalyst
title Photoredox‐Catalyzed Transition‐Metal‐Free C(sp2)−H Phosphorylation Using 9‐Mesityl‐10‐Methylacridinium Perchlorate Photocatalyst
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