Key Lab of Functional Molecular Engineering of Guangdong Province, School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou 510640, P. R. China.
Chem Commun (Camb). 2019 Oct 10;55(82):12304-12307. doi: 10.1039/c9cc05495b.
An unprecedented three-component coupling involving arynes, allyl bromides, and CO2 is described, providing efficient and facile access to structurally diverse ortho-brominated aryl esters. Unlike the conventional role played in organic synthesis as electrophiles, organic bromides served as nucleophiles in this reaction, affording a new approach to multicomponent reactions (MCRs) involving aryne intermediates. Additionally, Hammett analysis suggests that two reaction mechanisms exist, depending on the electronic nature of the cinnamyl bromides used.
本文描述了一种前所未有的三组分偶联反应，涉及芳炔、烯丙基溴和 CO2，为构建结构多样的邻位溴代芳基酯提供了高效、简便的方法。与传统有机合成中作为亲电试剂的作用不同，有机溴化物在该反应中充当亲核试剂，为涉及芳炔中间体的多组分反应（MCRs）提供了一种新方法。此外，Hammett 分析表明，根据所使用的肉桂基溴的电子性质，存在两种反应机制。
