Department of Synthetic Chemistry and Biological Chemistry , Kyoto University , Katsura , Kyoto 615-8510 , Japan.
J Am Chem Soc. 2020 Feb 19;142(7):3366-3370. doi: 10.1021/jacs.9b13920. Epub 2020 Feb 6.
A photoinduced dehydrogenative coupling reaction between benzylic and aldehydic C-H bonds is reported. When a solution of an alkylbenzene and an aldehyde in ethyl acetate is irradiated with visible light in the presence of iridium and nickel catalysts, a coupled α-aryl ketone is formed with evolution of dihydrogen. An analogous C-C bond forming reaction occurs between a C-H bond next to the nitrogen of an -methylamide and an aldehydic C-H bond to produce an α-amino ketone. These reactions provide a straightforward pathway from readily available materials leading to valued structural motifs of pharmacological relevance.
报道了一种苄位和醛基 C-H 键之间的光诱导脱氢偶联反应。当在乙基乙酸酯中的烷基苯和醛的溶液在铱和镍催化剂的存在下用可见光照射时，伴随着氢气的释放，形成了耦合的α-芳基酮。类似的 C-C 键形成反应发生在 -甲基酰胺的氮旁边的 C-H 键和醛基 C-H 键之间，生成α-氨基酮。这些反应提供了一条从易得材料直接通向具有药理学相关性的有价值结构基序的途径。
