D-211, Discovery Laboratory, Organic and Biomolecular Chemistry Division , CSIR-Indian Institute of Chemical Technology , Hyderabad - 500007 , India.
Academy of Scientific and Innovative Research (AcSIR) , New Delhi 110025 , India.
Org Lett. 2018 Jul 6;20(13):3824-3828. doi: 10.1021/acs.orglett.8b01414. Epub 2018 Jun 19.
An unprecedented base-mediated cyclization of propargylic alcohols with aryne is reported, providing a novel method for the synthesis of 3-benzofuranyl-2-oxindole and 3-spirooxindole benzofuran scaffolds via a propargyl Claisen rearrangement/cycloaddition pathway. The nature of the substituent on acetylene group of propargylic alcohol influences the outcome of the reaction. The protocol offers a transition-metal-free and operationally simple methodology with broad substrate scope as a ready access to complex oxindole-linked heterocyclic compounds.
报告了一种前所未有的炔丙醇与芳基炔的基于碱的环化反应，通过炔丙基 Claisen 重排/环加成途径，为合成 3-苯并呋喃-2-氧吲哚和 3-螺氧吲哚苯并呋喃骨架提供了一种新方法。炔丙醇中乙炔基团上取代基的性质影响反应的结果。该方案提供了一种无过渡金属、操作简单的方法，具有广泛的底物范围，可作为制备复杂的氧吲哚连接杂环化合物的方法。
