MacMillan Joshua W M, McGuire Ryan T, Stradiotto Mark
Department of Chemistry, Dalhousie University, 6274 Coburg Road, P.O. Box 15000, Halifax, Nova Scotia, B3H 4R2, Canada.
Chemistry. 2022 May 16;28(28):e202200764. doi: 10.1002/chem.202200764. Epub 2022 Apr 1.
We report on our successful development of the first metal-catalyzed mono-α-arylation of carbonyl compounds employing a soluble organic base. The scope of these Ni/DalPhos-catalyzed transformations encompasses a range of (hetero)aryl halides (Cl, Br, I) and phenol-derived electrophiles (sulfonates, carbonates, carbamates, sulfamates), including active pharmaceutical ingredients (chloroquine, clozapine), in combination with the typically problematic feedstock small molecule substrates acetone, dimethylacetamide, and for the first time with any metal catalyst/base, ethyl acetate.
我们报道了首次成功开发出使用可溶性有机碱的金属催化羰基化合物单α-芳基化反应。这些镍/达尔磷催化的转化反应范围包括一系列（杂）芳基卤化物（氯、溴、碘）和酚衍生的亲电试剂（磺酸盐、碳酸盐、氨基甲酸盐、氨基磺酸盐），包括活性药物成分（氯喹、氯氮平），并与通常有问题的原料小分子底物丙酮、二甲基乙酰胺反应，且首次使用任何金属催化剂/碱与乙酸乙酯反应。
