文献类型：期刊文献

英文题名：Mechanoredox/Nickel Co-Catalyzed Cross Electrophile Coupling of Benzotriazinones with Alkyl (Pseudo)halides

作者：Wang, Huimin[1];Ding, Wenbin[1];Zou, Gang[1]

机构：[1]East China Univ Sci & Technol, Sch Chem & Mol Engn, Shanghai 200237, Peoples R China

年份：2023

卷号：88

期号：18

起止页码：12891

外文期刊名：JOURNAL OF ORGANIC CHEMISTRY

收录：;EI(收录号：20233614696548);WOS:【SCI-EXPANDED(收录号:WOS:001068541000001)，CCR-EXPANDED(收录号:WOS:001068541000001)】；

基金：We are grateful for financial support provided by the National Natural Science Foundation of China (21472041). We alsothank our reviewers for their adivices on validation of the mechnoredoxcocatalysis of piezoelectric additives.

语种：英文

外文关键词：Ball milling - Catalysis - Chlorine compounds - Crystallography - Manganese compounds - Strontium titanates

摘要：An air-tolerant mechanoredox/nickel cocatalyzed cross electrophile coupling of benzotriazinones with alkyl (pseudo)halides is developed by liquid-assisting grinding in the presence of manganese powders and strontium titanate as a reductant and a cocatalyst, respectively. Mechanical activation of metal surfaces via ball milling eliminates the chemical activator for manganese, while mechanoredox cocatalysis of strontium titanate remarkably improves the aryl/alkyl cross electrophile coupling via piezoelectricity-mediated radical generation from alkyl halides. Both benzotriazinones and alkyl (pseudo)halides display reactivities in the mechanoredox/nickel cocatalysis different from those of conventional thermal chemistry in solution. The scope of the reaction is demonstrated with 26 examples, showing a high chemoselectivity of bromides vs chlorides.