Ogiwara Yohei, Kubota Masahito, Kurogi Kotaro, Konakahara Takeo, Sakai Norio
Department of Pure and Applied Chemistry, Faculty of Science and Technology, Tokyo University of Science, 2641 Yamazaki, Noda, Chiba 278-8510 (Japan).
Chemistry. 2015 Dec 14;21(51):18598-600. doi: 10.1002/chem.201504255. Epub 2015 Nov 5.
An indium(III)-promoted direct acylation of terminal alkynes using aldehydes leading to ynones was developed. In contrast to the previous addition reactions of alkynes to aldehydes, which provide propargylic alcohols, the oxidative coupling proceeded exclusively to afford alkynyl ketones. The products were likely generated through an Oppenauer oxidation of the indium propargylic alkoxide species by excess amounts of aldehydes.
开发了一种铟(III)促进的末端炔烃与醛的直接酰化反应,生成炔酮。与之前炔烃与醛的加成反应生成炔丙醇不同,该氧化偶联反应专一性地生成炔基酮。产物可能是通过过量醛对铟炔丙醇盐物种进行欧芬脑尔氧化生成的。