Asymmetric Indoline Synthesis via Intramolecular Aza-Michael Addition Mediated by Bifunctional Organocatalysts

作者：Ryota Miyaji, Keisuke Asano, Seijiro Matsubara · 发表于：Organic Letters · 年份：2013 · DOI：10.1021/ol401538b · 被引用次数：97 · 研究领域：Asymmetric Synthesis and Catalysis、Chemical Synthesis and Analysis、Synthesis of Indole Derivatives

A novel method for the asymmetric synthesis of 2-substituted indolines, employing bifunctional amino(thio)urea catalysts, was developed. The reaction proceeded via an intramolecular aza-Michael addition mediated by activation through hydrogen bonding. The catalytic process was shown to be highly versatile and applicable to a wide range of substrates due to the flexible catalytic mechanism utilizing a noncovalent interaction.