State Key Laboratory of Chemo/Biosensing and Chemometrics, College of Chemistry and Chemical Engineering, Hunan University, Changsha 410082, P. R. China.
Department of Applied Chemistry, Graduate School of Engineering, Osaka University, Suita, Osaka 565-0871, Japan.
J Org Chem. 2020 Apr 17;85(8):5300-5311. doi: 10.1021/acs.joc.9b03433. Epub 2020 Apr 1.
A simple protocol for the synthesis of triarylmethane derivatives with three different (hetero)aryl groups by decarbonylation of 3,3-diaryl benzofuranones, which can easily be prepared via arylation of benzofuranones, was developed. The reaction proceeds on heating in dimethylformamide (DMF) in the presence of CHONa and water to generate the products in good to excellent yields. This reaction can be easily scaled up to give a triarylmethane in a gram scale. Further chemical manipulation of the products enabled useful transformations of the phenol ring, including reduction, arylation, cyclization, etc.
开发了一种通过苯并呋喃酮的芳基化反应轻松制备的 3,3-二芳基苯并呋喃酮脱羰反应来合成具有三个不同（杂）芳基的三芳基甲烷衍生物的简单方法。该反应在二甲基甲酰胺（DMF）中加热，在 CHONa 和水存在下进行，以良好至优异的收率生成产物。该反应可以很容易地放大到克级规模得到三芳基甲烷。进一步对产物进行化学处理可以实现酚环的有用转化，包括还原、芳基化、环化等。
