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光化学吖啶酮介导的(杂)芳烃与芳基重氮盐的直接芳基化反应。

Photochemical acridone-mediated direct arylation of (hetero)arenes with aryl diazonium salts.

作者信息

Li Zhenhua, Chen Lijun, Rong Dayou, Yuan Longfeng, Xie Yuanyuan

机构信息

Key Laboratory for Green Pharmaceutical Technologies and Related Equipment of Ministry of Education, College of Pharmaceutical Sciences, Zhejiang University of Technology, Chao Wang Road 18, Hangzhou, P. R. China.

出版信息

Org Biomol Chem. 2023 Nov 8;21(43):8739-8743. doi: 10.1039/d3ob01389h.

DOI:10.1039/d3ob01389h
PMID:37872813
Abstract

A metal-free photochemical C-H direct arylation using acridone as a photoredox catalyst to facilitate the reaction is described. Diazonium salts as precursors for aryl radicals, demonstrated by a fluorescence quenching experiment and free radical trapping experiment, allow the functionalization of (hetero)arenes under mild conditions. A series of valuable substituted biaryl and aryl-heteroaryl compounds were prepared in moderate to good yields the coupling. Moreover, this methodology is shown to be applicable to scale-up synthesis.

摘要

描述了一种使用吖啶酮作为光氧化还原催化剂来促进反应的无金属光化学C-H直接芳基化反应。通过荧光猝灭实验和自由基捕获实验证明,重氮盐作为芳基自由基的前体,能够在温和条件下实现(杂)芳烃的官能化。通过该偶联反应以中等至良好的产率制备了一系列有价值的取代联芳基和芳基-杂芳基化合物。此外,该方法已证明适用于放大合成。

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