Faculty of Chemistry, Biological and Chemical Research Centre, University of Warsaw , Żwirki i Wigury 101, 02-089 Warsaw, Poland.
Institute of Organic Chemistry, Polish Academy of Sciences , Kasprzaka 44/52, 01-224, Warsaw, Poland.
J Org Chem. 2017 Apr 21;82(8):4226-4234. doi: 10.1021/acs.joc.7b00200. Epub 2017 Apr 12.
A strategy for the synthesis of functionalized indenes is presented. The readily available substituted phenols are used as starting materials in the reaction sequence composed of Pd-catalyzed Suzuki coupling and Ru-catalyzed ring-closing metathesis, thus representing a practical method for the controlled construction of functionalized indene derivatives. The methodology has been successfully applied to a broad range of substrates, producing substituted indenes in excellent yields. This approach is also utilized for the synthesis of substituted indenes selectively deuterated in position 3, which are rare in literature.
本文提出了一种合成功能化茚的策略。该策略以易得的取代苯酚为起始原料，经 Pd 催化的 Suzuki 偶联和 Ru 催化的关环复分解反应构建，为功能化茚衍生物的可控合成提供了一种实用方法。该方法适用于多种底物，以优异的收率得到取代茚。该方法还用于合成在 3 位选择性氘代的取代茚，此类化合物在文献中较为少见。
