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铁催化的脂肪族羧酸可见光诱导脱羧氟化反应

Visible-Light-Induced Decarboxylative Fluorination of Aliphatic Carboxylic Acids Catalyzed by Iron.

作者信息

Zhang Yu, Qian Jiahui, Wang Miao, Huang Yahao, Hu Peng

机构信息

Lehn Institute of Functional Materials, School of Chemistry, Sun Yat-sen University, Guangzhou 510006, China.

出版信息

Org Lett. 2022 Aug 19;24(32):5972-5976. doi: 10.1021/acs.orglett.2c02242. Epub 2022 Aug 11.

DOI:10.1021/acs.orglett.2c02242
PMID:35950813
Abstract

An efficient and inexpensive protocol for the direct decarboxylative fluorination of aliphatic carboxylic acids catalyzed with iron salts under visible light is presented. This new method allows the facile fluorination of a diverse array of carboxylic acids even on gram scale using a Schlenk flask without loss of efficiency. Mechanistic studies suggest that the photoinduced ligand-to-metal charge transfer process enables the generation of the key step to generate the carboxyl radical intermediates.

摘要

本文介绍了一种在可见光下铁盐催化脂肪族羧酸直接脱羧氟化的高效且廉价的方法。这种新方法即使在克级规模下使用Schlenk烧瓶,也能使多种羧酸轻松实现氟化,且不会降低效率。机理研究表明,光诱导的配体到金属的电荷转移过程能够产生生成羧基自由基中间体的关键步骤。

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