通过铁催化的 LMCT 脱羧过程光诱导合成氟烷基喹啉酮类化合物

IF 4.6 1区化学 Q1 CHEMISTRY, ORGANIC Organic Chemistry Frontiers Pub Date : 2024-06-18 DOI:10.1039/d4qo00707g

Zhuoheng Song, Lin Guo, Chao Yang, Wujiong Xia

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引用次数: 0

摘要

本文报道了一种以N-(2-氰基苯基)-N-甲基丙烯酰胺为底物、氟烷基羧酸为反应物、Fe(OH)(OAc)2为催化剂高效制备氟烷基化喹啉-2,4-二酮的实用合成方法。该反应由光驱动的配体-金属电荷转移（LMCT）过程开始脱羧并产生氟烷基自由基，然后与底物发生自由基级联环化反应。目标产物的产率为 55-91%。利用连续流光催化设备还完成了克级实验。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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Photo-Induced Synthesis of Fluoroalkylated Quinolinones via Iron-Catalyzed LMCT Decarboxylation Process

Herein, we reported an practical synthetic method for the efficient preparation of fluoroalkylated quinoline-2,4-diones using N-(2-cyanophenyl)-N-methylacrylamide as substrates, fluoroalkyl carboxylic acids as reactants, and Fe(OH)(OAc)2 as catalyst. This reaction started from photo-driven ligand-to-metal charge transfer (LMCT) process to decarboxylate and produced fluoroalkyl radicals, which then underwent radical cascade cyclization with the substrate. The target products were obtained in 55-91% yields. Gram scale experiment was also completed by using continuous-flow-photocatalytic-device.

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来源期刊

Organic Chemistry Frontiers CHEMISTRY, ORGANIC-

CiteScore

7.90

自引率

11.10%

发文量

686

审稿时长

1 months

期刊介绍： Organic Chemistry Frontiers is an esteemed journal that publishes high-quality research across the field of organic chemistry. It places a significant emphasis on studies that contribute substantially to the field by introducing new or significantly improved protocols and methodologies. The journal covers a wide array of topics which include, but are not limited to, organic synthesis, the development of synthetic methodologies, catalysis, natural products, functional organic materials, supramolecular and macromolecular chemistry, as well as physical and computational organic chemistry.