Department of Organic and Inorganic Chemistry, University of the Basque Country (UPV/EHU). P.O. Box 644, 48080 Bilbao, Spain.
Instituto de Síntesis Química y Catálisis Homogénea (ISQCH), Universidad de Zaragoza, CSIC, 50009 Zaragoza, Spain.
Org Lett. 2021 Mar 19;23(6):2326-2331. doi: 10.1021/acs.orglett.1c00470. Epub 2021 Mar 9.
Acylcyclopropanes are employed as useful donor-acceptor cyclopropanes that undergo formal (4 + 2) cyclocondensation with -unprotected 3-substituted indoles in the presence of a Brønsted acid catalyst. The reaction involves the simultaneous alkylation of both the N and C-2 positions of the indole and provides access to the 8,9-dihydropyrido[1,2-]indole scaffold that is the central core of several biologically relevant indole alkaloids in excellent yields and good selectivities.
酰基环丙烷可用作有用的给体-受体环丙烷，在布朗斯台德酸催化剂的存在下，与未保护的 3-取代吲哚发生形式（4 + 2）环缩合反应。该反应涉及吲哚的 N 和 C-2 位的同时烷基化，提供了几种具有生物相关性的吲哚生物碱的核心结构 8,9-二氢吡啶并[1,2-]吲哚骨架，以优异的收率和良好的选择性得到。
