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铁光催化实现(杂)芳基羧酸的脱羧溴化反应

Iron Photocatalysis Enabling Decarboxylative Bromination of (Hetero)Aryl Carboxylic Acids.

作者信息

Deng Xinsheng, Jin Jian

机构信息

State Key Laboratory of Chemical Biology, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, China.

出版信息

Org Lett. 2025 Jun 27;27(25):6862-6866. doi: 10.1021/acs.orglett.5c02030. Epub 2025 Jun 17.

Abstract

A decarboxylative bromination protocol of (hetero)aryl carboxylic acids was achieved via iron photocatalysis. The photocatalytic decarboxylative functionalization of carboxylic acids was mostly limited to alkyl carboxylic acids. While several decarboxylative functionalization reactions of aryl carboxylic acids by copper photocatalysis have been disclosed in the last five years, the iron-catalyzed version is still rare. This work takes one step further to iron catalysis and uses NaBrO as both the oxidant and the bromine source, with simple operation and readily available raw materials. A diverse range of (hetero)aryl carboxylic acids can undergo decarboxylative bromination through the iron catalyzed photocatalytic ligand-to-metal charge-transfer (LMCT) process, providing a feasible synthetic approach for multisubstituted bromoarenes.

摘要

通过铁光催化实现了(杂)芳基羧酸的脱羧溴化反应。羧酸的光催化脱羧官能化大多局限于烷基羧酸。虽然在过去五年中已经公开了几例通过铜光催化实现的芳基羧酸的脱羧官能化反应,但铁催化的反应仍然很少见。这项工作在铁催化方面更进一步,使用溴酸钠作为氧化剂和溴源,操作简单且原料易得。多种(杂)芳基羧酸可通过铁催化的光催化配体到金属电荷转移(LMCT)过程进行脱羧溴化反应,为多取代溴代芳烃提供了一种可行的合成方法。

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