文献类型：期刊文献

英文题名：A sequential olefin hydroboration/Suzuki coupling for denitrogenative alkylation of benzotriazinones with α-olefins

作者：Wang, Fengze[1];Hong, Yingying[1];Zhang, Xuanxuan[1];Zou, Gang[1]

机构：[1]East China Univ Sci & Technol, Sch Chem & Mol Engn, 130 Meilong Rd, Shanghai 200237, Peoples R China

年份：2024

卷号：1022

外文期刊名：JOURNAL OF ORGANOMETALLIC CHEMISTRY

收录：;EI(收录号：20244017123701);WOS:【SCI-EXPANDED(收录号:WOS:001328237000001)，CCR-EXPANDED(收录号:WOS:001328237000001)】；

语种：英文

外文关键词：Benzotriazinone; Palladium; Suzuki coupling; Hydroboration; Olefin

摘要：A denitrogenative alkylation of N-aryl benzotriazinones using readily available alpha-olefins as alkyl sources via a hydroboration/palladium-catalyzed alkyl Suzuki coupling sequence is reported to afford ortho n-alkyl benzamides in good to excellent yields. Scope and limitations of the sequential hydroboration/Suzuki coupling protocol have been explored, showing large steric effects of both benzotriazinone core and alkylboranes. Only primary alkyl group of trialkylboranes from anti-Markovnikov hydroboration of alpha-olefins could be effectively coupled, making the protocol highly selective for ortho n-alkyl benzamides.