Department of Chemistry, Indian Institute of Technology , Kanpur 208016, India.
J Org Chem. 2017 Mar 3;82(5):2364-2374. doi: 10.1021/acs.joc.6b02719. Epub 2017 Feb 22.
A simple and efficient strategy for the synthesis of various 1,4-disubstituted tetrahydro-β-carbolines with excellent stereoselectivity (de, ee up to >99%) via domino ring opening cyclization (DROC) of activated aziridines with 2-vinylindoles is described. The reaction proceeds through LiClO-catalyzed Friedel-Crafts-type alkylation of 2-vinylindoles with activated aziridines followed by an intramolecular aza-Michael reaction in a domino fashion.
本文描述了一种通过活化氮丙啶与 2-乙烯基吲哚的串联开环环化（DROC）反应，以优异的立体选择性（de，ee 高达>99%）合成各种 1,4-二取代四氢-β-咔啉的简单高效策略。该反应通过 LiClO 催化的活化氮丙啶与 2-乙烯基吲哚的 Friedel-Crafts 型烷基化反应，然后以串联方式进行分子内氮杂-Michael 反应。
