Sumita Akinari, Otani Yuko, Ohwada Tomohiko
Graduate School of Pharmaceutical Sciences, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-0033, Japan.
Chem Commun (Camb). 2017 Jan 26;53(9):1482-1485. doi: 10.1039/c6cc09618b.
We describe the chemoselective conversion of carboxylic acids to functional aromatic ketones promoted by a tailored organophosphate ester in the presence of a Brønsted acid. The protonated phosphate ester reacts with the carboxylic acid to form acyl phosphate, which reacts with benzenes to give aromatic ketones, probably through the acylium ion or its equivalent. The reaction time is short even at room temperature, and the reaction is compatible with various other functional groups, including amines, olefins, esters, amides and nitriles.
我们描述了在布朗斯特酸存在下，一种定制的有机磷酸酯促进羧酸化学选择性转化为功能性芳香酮的过程。质子化的磷酸酯与羧酸反应形成酰基磷酸酯，酰基磷酸酯与苯反应生成芳香酮，可能是通过酰鎓离子或其等价物。即使在室温下反应时间也很短，并且该反应与包括胺、烯烃、酯、酰胺和腈在内的各种其他官能团兼容。
