Faculty of Life Science and Technology, Kunming University of Science and Technology , Kunming, 650500, P. R. China.
J Org Chem. 2017 Dec 15;82(24):13268-13276. doi: 10.1021/acs.joc.7b02391. Epub 2017 Nov 22.
The Mn(OAc)-promoted oxidative phosphonylation of N,N-dimethylenaminones with H-phosphonates, involving a chemo- and regioselective C-C bond cleavage and C-P bond formation in one step, provided successfully functionalized β-ketophosphonates under mild reaction conditions. Oxidative C-H/P-H cross-coupling reactions via C-C(C═O) bond cleavage and mechanistic studies are conducted preliminarily, and a possible mechanism is proposed. This novel method proceeds in good to excellent yields, shows operational simplicity, broad substrate scope, and large-scale preparation.
在温和的反应条件下,Mn(OAc)促进的 N,N-二亚甲基胺酮与 H-膦酸酯的氧化膦酰化反应,通过一步反应涉及化学和区域选择性的 C-C 键断裂和 C-P 键形成,成功地提供了官能化的β-酮膦酸酯。通过 C-C(C═O)键断裂进行的氧化 C-H/P-H 交叉偶联反应和机理研究进行了初步研究,并提出了一种可能的机理。该新方法具有良好到优异的收率、操作简单、广泛的底物范围和大规模制备的特点。