Shi Wangyu, Qiao Chang, Benet-Buchholz Jordi, Kleij Arjan W
Institute of Chemical Research of Catalonia (ICIQ), the Barcelona Institute of Science and Technology, Av. Països Catalans 16, 43007 -, Tarragona, Spain.
Universitat Rovira i Virgili, C/Marcel⋅lí Domingo s/n, 43007, Tarragona, Spain.
ChemSusChem. 2024 Mar 22;17(6):e202301626. doi: 10.1002/cssc.202301626. Epub 2023 Dec 18.
A catalytic domino, three-component reaction has been developed for the transformation of carbon dioxide into functionalized six-membered cyclic carbonates. The catalytic process combines an initial carboxylative cyclization of β-epoxy alcohols followed by an oxa-Michael reaction affording an unparalleled scope of heterocyclic structures. The wide range of functional groups, including free-alcohols, empowers the access to a range of products including C-oxo-based bicyclic heterocycles. The versatility of these functionalized carbonates is further complemented by a series of synthetic diversifications. Control experiments are consistent with the first step of this domino process being promoted by a binary Lewis acid/base catalyst, while the second stage only requires catalytic base.
已开发出一种催化多米诺三组分反应，用于将二氧化碳转化为功能化的六元环碳酸酯。该催化过程结合了β-环氧醇的初始羧基环化反应，随后是氧杂-Michael反应，从而提供了无与伦比的杂环结构范围。包括游离醇在内的广泛官能团，使得能够获得一系列产物，包括基于C-羰基的双环杂环。这些功能化碳酸酯的多功能性通过一系列合成多样化得到进一步补充。对照实验表明，该多米诺过程的第一步由二元路易斯酸/碱催化剂促进，而第二阶段仅需要催化碱。
