Department of Chemical Sciences, Indian Institute of Science Education and Research (IISER) Mohali , Sector 81, S A S Nagar, Manauli PO, Punjab 140 306, India.
J Org Chem. 2017 Jul 7;82(13):6729-6737. doi: 10.1021/acs.joc.7b00865. Epub 2017 Jun 27.
Diversity oriented one-pot synthesis of cyclohepta[b]indoles, indolotropones, and tetrahydrocarbazoles (THCs) have been reported. Readily accessible 3-(2-aminophenyl)-5-hexenyn-3-ols under a one-pot trimetallic orthogonal catalysis furnish tetrahydrocyclohepta[b]indoles, and a one-pot quadruple reaction sequence of the enynols generates dihydrocyclohepta[b]indoles and indolotropones. During this study, formation of THCs was realized to be a reason for the yield loss in certain cases, this observation led to the development of a one-pot bimetallic approach for the synthesis of 1,3-disubstituted THCs.
已报道了导向多样性的一锅法合成环庚[b]吲哚、吲哚并[3,4-b]吡咯和四氢咔唑(THCs)。在一锅三金属正交催化下,可轻易获得 3-(2-氨基苯基)-5-己烯-3-醇,其可提供四氢环庚[b]吲哚,而烯醇的一锅四重反应序列则生成二氢环庚[b]吲哚和吲哚并[3,4-b]吡咯。在本研究中,我们发现 THC 的形成是某些情况下产率损失的原因,这一观察结果促使我们开发了一种用于合成 1,3-二取代 THC 的一锅双金属方法。