Atom Transfer Oxidative Radical Cascade of Aryl Alkynoates towards 1,1‐Dichalcogenide Olefins
作者:Harekrishna Sahoo、Isai Ramakrishna、Anup Mandal、Mahiuddin Baidya
DOI:10.1002/asia.201900820
日期:2019.12.13
An oxidative trifunctionalization of aryl alkynoates has been devised via the chalcogenide radical triggered intramolecular 1,4-aryl migration/decarboxylation cascade to prepare 1,1-dichalcogenide tetrasubstituted alkenes in high yields (up to 98 %). This operationally simple reaction proceeds under metal-free conditions, can be executed on gram scale, and highlights formal 1,1-difunctionalization
通过硫族化物自由基引发的分子内1,4-芳基迁移/脱羧级联反应,已设计出烷基炔酸芳基酯的氧化三官能化反应,以高收率(高达98%)制备1,1-二卤化碳四取代烯烃。该操作简单的反应在无金属条件下进行,可以以克为单位进行反应,突出了炔烃的正式1,1-双官能化。通过双重级联重排以访问高度共轭的四硒化的烯烃以及交叉脱氢环化反应制备芴衍生物,证明了该方案的合成潜力。