Practical C(sp3)-F Bond Construction via Metal-Free Heterogeneous Photodecarboxylative Fluorination in Continuous Flow.

IF 3.3 2区 化学 Q1 CHEMISTRY, ORGANIC
Caiwen Wan, Ruolan Leng, Yingjie Zhu, Changtong Shao, Junwen Shu, Zhangyi Ran, Yexuan Luo, Jie Gao, Dingfeng Yang, Yuanyuan Li
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引用次数: 0

Abstract

We report a robust, metal-free heterogeneous photocatalytic protocol for the direct decarboxylative fluorination of aliphatic carboxylic acids utilizing graphitic carbon nitride (g-C3N4). Operating under visible light, this strategy exhibits good substrate generality, particularly for activated aliphatic carboxylic acids and facilitates the late-stage functionalization of complex pharmaceutical scaffolds. The operationally simple photocatalyst can be recycled over seven consecutive cycles while maintaining high catalytic efficacy. Crucially, a continuous-flow, gram-scale synthesis validates its practical scalability. Mechanistic studies confirm a closed-loop photoredox pathway, establishing a versatile platform for C(sp3)-F bond construction.

连续流无金属非均相光脱羧氟化构建C(sp3)-F键
我们报告了一个强大的,不含金属的非均相光催化方案,用于利用石墨化碳氮(g-C3N4)直接脱羧氟化脂肪族羧酸。在可见光下操作,这种策略表现出良好的底物通用性,特别是对于活化的脂肪族羧酸,并有利于复杂药物支架的后期功能化。操作简单的光催化剂可连续循环使用7次,同时保持较高的催化效率。关键是,连续流动的克级合成验证了其实际可扩展性。机理研究证实了一个闭环光氧化还原途径,为C(sp3)-F键的构建建立了一个通用的平台。
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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来源期刊
Journal of Organic Chemistry
Journal of Organic Chemistry 化学-有机化学
CiteScore
6.20
自引率
11.10%
发文量
1467
审稿时长
2 months
期刊介绍: Journal of Organic Chemistry welcomes original contributions of fundamental research in all branches of the theory and practice of organic chemistry. In selecting manuscripts for publication, the editors place emphasis on the quality and novelty of the work, as well as the breadth of interest to the organic chemistry community.
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