Defluorinative Esterification and 1,3-Dietherification of (Trifluoromethyl)alkenes with Alcohols: Controlled Synthesis of α-Arylacrylates and 1,3-Diethers
作者:Hengyuan Li、Chuanle Zhu
DOI:10.1021/acs.joc.2c02568
日期:——
(trifluoromethyl)alkenes with alcohols are achieved, delivering various useful α-arylacrylates and 1,3-diethers in high yields. Remarkably, this reaction enables the cleavage of three C–F bonds in a CF3 group, and it is transition-metal free and catalyst-free, has simple operation, features mild conditions, is gram-scalable, and has broad substrate scope and valuable functional group tolerance. Mechanism studies
实现了(三氟甲基)烯烃与醇的纯化控制脱氟酯化和 1,3-二醚化,以高收率提供各种有用的 α-芳基丙烯酸酯和 1,3-二醚。值得一提的是,该反应可使CF 3基团中的三个C-F键断裂,且无过渡金属、无催化剂、操作简单、条件温和、克级可扩展、底物适用范围广等特点,有价值的官能团耐受性。机理研究表明,分离的单氟烯烃修饰的 1,3-二醚是中间体,硅胶的酸性有助于这些 1,3-二醚脱氟转化为以 H 2 O 为氧源的 α-芳基丙烯酸酯。