A catalyst- and solvent-free visible-light-promoted bromination and chlorination of tertiary C(sp3)–H bonds†

IF 4.6 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Chemistry Frontiers Pub Date : 2024-11-27 DOI:10.1039/D4QO01997K

Quanjin Rong, Zhe Zhang, Jingyu Meng, Fan Wang and Zhong-Quan Liu

引用次数: 0

Abstract

Previous methods for selective halogenation of aliphatic C–H bonds generally required catalysts, additives, and the use of large amounts of solvents, leading to low atom economy and solvent pollution issues. We report herein a visible-light-driven bromination/chlorination of 3° C(sp³)–H bonds without using any catalyst or solvent. This method can functionalize C–H bonds with high site selectivity and excellent functional group tolerance, even in complex molecules. Additionally, the reaction can be easily scaled up to gram-level production without losing efficiency.

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一种催化剂和无溶剂可见光促进的三级 C（sp3）-H 键溴化和氯化反应

以往选择性卤化脂肪族 C-H 键的方法通常需要催化剂、添加剂和使用大量溶剂，导致原子经济性低和溶剂污染问题。我们在此报告一种不使用任何催化剂或溶剂的可见光驱动的 3o C（sp3）-H 键溴化/氯化法。即使在复杂的分子中，这种方法也能以高位点选择性和出色的官能团耐受性对 C-H 键进行官能化。此外，该反应还可在不降低效率的情况下轻松放大到克级产量。

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

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.