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使用钯与载于碳上的铌酸的混合催化剂对苄基进行简便的氢化脱保护反应。

Facile Hydrogenative Deprotection of -Benzyl Groups Using a Mixed Catalyst of Palladium and Niobic Acid-on-Carbon.

作者信息

Yamamoto Yuta, Shimizu Eisho, Ban Kazuho, Wada Yoshiyuki, Mizusaki Tomoteru, Yoshimura Masatoshi, Takagi Yukio, Sawama Yoshinari, Sajiki Hironao

机构信息

Laboratory of Organic Chemistry, Gifu Pharmaceutical University, 1-25-4 Daigaku-nishi, Gifu 501-1196, Japan.

Catalysts Development Center, N. E. Chemcat Corporation, 25-3 Koshindaira, Bando, Ibaraki 306-0608, Japan.

出版信息

ACS Omega. 2020 Feb 5;5(6):2699-2709. doi: 10.1021/acsomega.9b03226. eCollection 2020 Feb 18.

Abstract

The palladium-on-carbon (Pd/C)-catalyzed hydrogenative deprotection of the -benzyl-protecting group was effectively facilitated by the combined use of niobic acid-on-carbon (NbO/C). NbO/C is an acidic heterogeneous catalyst prepared from NbCl and activated carbon. The catalysts were easily removed from the reaction mixture and reusable. Deprotected amines were obtained in excellent yields without an additional neutralization process. The facilitating effect of NbO/C was also observed during the Pd/C-catalyzed hydrogenative deprotection of the -benzyloxycarbonyl (Cbz) and -benzyl groups.

摘要

通过将铌酸负载在碳上(NbO/C)与钯负载在碳上(Pd/C)联合使用,有效地促进了钯碳(Pd/C)催化的苄基保护基的氢化脱保护反应。NbO/C是一种由NbCl和活性炭制备的酸性多相催化剂。这些催化剂很容易从反应混合物中除去且可重复使用。无需额外的中和过程即可获得高产率的脱保护胺。在钯碳(Pd/C)催化的苄氧羰基(Cbz)和苄基的氢化脱保护反应中也观察到了NbO/C的促进作用。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4d06/7033673/543ec4dc05f5/ao9b03226_0015.jpg

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