Department of Chemistry, Sungkyunkwan University, Suwon, 16419, Korea.
Department of Energy Science, Sungkyunkwan University, Suwon, 16419, Korea.
Chem Asian J. 2018 Sep 4;13(17):2365-2368. doi: 10.1002/asia.201800121. Epub 2018 Mar 6.
A copper-catalyzed, intramolecular borylative cyclization of vinyl arenes with imines is reported, which affords enantio-enriched indolines as a single diastereomer under mild conditions. A benzylcopper species is generated by Cu-Bpin addition to the alkene, which then acts as a nucleophile for intramolecular imine addition. The reaction is applicable to various vinyl arenes with an imine moiety at the ortho-position, including heterocycles, for formation of borylated indolines in good yields and ee values up to 90 %.
报道了一种铜催化的、乙烯基芳基与亚胺的分子内硼化环化反应，在温和条件下，以单一非对映异构体的形式得到手性富集的吲哚啉。烯丙基与 Cu-Bpin 的加成生成苄基铜物种，然后该物种作为亲核试剂进行分子内亚胺加成。该反应适用于各种在邻位带有亚胺部分的乙烯基芳基，包括杂环化合物，以高产率和高达 90%的 ee 值形成硼化吲哚啉。
