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

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