Catalytic α-Hydroarylation of Acrylates and Acrylamides via an Interrupted Hydrodehalogenation Reaction
作者:Alena M. Vasquez、John A. Gurak、Candice L. Joe、Emily C. Cherney、Keary M. Engle
DOI:10.1021/jacs.0c03040
日期:2020.6.10
The palladium-catalyzed, α-selective hydroarylation of acrylates and acrylamides is reported. Under optimized conditions, this method is highly tolerant of a wide range of substrates including those with base sensitive functional groups and/or multiple enolizable carbonyl groups. A detailed mechanistic study was undertaken, and the high selectivity of this transformation was shown to be enabled by
报道了钯催化的丙烯酸酯和丙烯酰胺的 α 选择性加氢芳基化。在优化条件下,该方法对多种底物具有高度耐受性,包括具有碱敏感官能团和/或多个可烯醇化羰基的底物。进行了详细的机理研究,表明这种转化的高选择性是通过形成 [PdII(Ar)(H)] 中间体实现的,该中间体将氢化物选择性插入 α 的 β 位, β-不饱和羰基化合物。