Laboratory of Medicinal Chemistry, Gifu Pharmaceutical University:(Present Office)Chemical Development Laboratories, Pharmaceutical Production Division, Takeda Pharmaceutical Company Limited
Laboratory of Medicinal Chemistry, Gifu Pharmaceutical University
While Pd/C is one of the most useful catalysts for hydrogenation, the high catalyst activity of Pd/C causes difficulty in its application to chemoselective hydrogenation between different types of reducible functionalities. Therefore the development of a new chemoselective hydrogenation method using Pd/C is important, because it might become a useful tool for synthetic organic chemistry fields. We have developed a chemoselective hydrogenation method using nitrogenous catalyst poisons. In order to achieve further chemoselective hydrogenation using Pd/C, we investigated the use of sulfur catalyst poisons as a controller of the Pd/C catalyst activity. We found that the addition of Ph2S (diphenylsulfide) to the PoYC-catalyzed hydrogenation reaction mixture led to reasonable deactivation of the Pd/C activity. By the use of the Pd/C-Ph2S catalytic system, olefins, acetylenes, and azides could be selectively reduced in the coexistence of aromatic carbonyls, aromatic halides, cyano groups, benzyl esters, and N-Cbz (benzyloxycarbonyl) protecting groups. The present method is promising as a general and practical chemoselective hydrogenation process in synthetic organic chemistry.
雑誌書誌ID
AN00053514
雑誌名
岐阜藥科大學紀要
雑誌名(英)
The annual proceedings of Gifu College of Pharmacy
硫黄触媒毒を利用した官能基選択的接触還元法
KJ00005059082
(872.28KB)
岐阜薬科大学学術リポジトリについて
