化学
均分解
激进的
烷基化
氧化剂
烷基
机械化学
溶剂
过硫酸盐
有机化学
光化学
催化作用
作者
Xingyu Gu,T. Wang,KaKing Yan
出处
期刊:Organic Letters
[American Chemical Society]
日期:2023-10-03
卷期号:25 (40): 7287-7292
标识
DOI:10.1021/acs.orglett.3c02480
摘要
An environmentally friendly new C-H alkylation method of N-heteroarenes facilitated by mechanochemistry is described. Under solvent-free ball-milling, mechanoradicals (SO4•-) were generated from persulfate via in situ homolysis in the solid state, at as low as -50 °C. These highly oxidizing radicals readily transform alkyl trifluoroborate salts to their corresponding carbon-based radicals for subsequent C-C bond formation with N-heterocycles. Mechanistic studies unambiguously confirmed the involvement of both oxygen- and alkyl-radical-based intermediates.
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