Stake Key Laboratory of Medicinal Chemical Biology, College of Pharmacy and Tianjin Key Laboratory of Molecular Drug Research, Nankai University, Tianjin 300071 (P.R. China).
CAS Key Laboratory of Synthetic Chemistry of Natural Substances, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032 (P.R. China).
Angew Chem Int Ed Engl. 2015 Oct 19;54(43):12636-9. doi: 10.1002/anie.201505489. Epub 2015 Sep 1.
A direct and catalyst-free method for the intramolecular aminoboration of unfunctionalized olefins is reported. In the presence of BCl3 (1 equiv) as the sole boron source, intramolecular aminoboration of sulfonamide derivatives of 4-penten-1-amines, 5-hexen-1-amines, and 2-allylanilines proceeded readily without the use of any catalyst. The boronic acids obtained after hydrolysis could be converted into the corresponding pinacol borates in a straightforward manner by treatment with pinacol under anhydrous conditions.
本文报道了一种直接的、无需催化剂的方法，用于非官能化烯烃的分子内氨基硼化反应。在 BCl3（1 当量）作为唯一硼源的存在下，4-戊烯-1-胺、5-己烯-1-胺和 2-丙烯基苯胺的磺酰胺衍生物的分子内氨基硼化反应能够很容易地进行，而无需使用任何催化剂。水解得到的硼酸可以在无水条件下用频哪醇处理，直接转化为相应的频哪醇硼酸酯。
