Key Laboratory for Advanced Materials and Institute of Fine Chemicals, School of Chemistry & Molecular Engineering, East China University of Science and Technology, 130 Meilong Road, Shanghai 200237, China.
Chem Commun (Camb). 2018 Dec 13;54(100):14085-14088. doi: 10.1039/c8cc09041f.
A palladium(0)-catalyzed intramolecular transfer hydrogenation and cycloaddition of p-quinamine-tethered alkylidenecyclopropanes (ACPs) to synthesize perhydroindole scaffolds has been reported in this communication. Mechanistic investigations on the basis of deuterium labeling experiments suggest that the reaction proceeded through an oxidative addition of Pd(0) into the distal bond of the ACP moiety to afford a trimethylenemethane (TMM)-Pd intermediate followed by transfer hydrogenation using alcohol.
本文报道了钯(0)催化的 p-苯醌-连接的亚烷基环丙烷（ACPs）的分子内转移氢化和环加成反应，以合成全氢吲哚支架。基于氘标记实验的机理研究表明，反应通过 Pd(0)对 ACP 部分的远端键的氧化加成进行，得到三甲基亚甲基钯（TMM）-Pd 中间体，然后使用醇进行转移氢化。
