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

The palladium-on-carbon (Pd/C)-catalyzed hydrogenative deprotection of the N-benzyl-protecting group was effectively facilitated by the combined use of niobic acid-on-carbon (Nb2O5/C). Nb2O5/C is an acidic heterogeneous catalyst prepared from NbCl5 and activated carbon. The catalysts were easily rem...

Full description

Saved in:
Bibliographic Details
Published in:ACS omega 2020-02, Vol.5 (6), p.2699-2709
Main Authors: Yamamoto, Yuta, Shimizu, Eisho, Ban, Kazuho, Wada, Yoshiyuki, Mizusaki, Tomoteru, Yoshimura, Masatoshi, Takagi, Yukio, Sawama, Yoshinari, Sajiki, Hironao
Format: Article
Language:English
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:The palladium-on-carbon (Pd/C)-catalyzed hydrogenative deprotection of the N-benzyl-protecting group was effectively facilitated by the combined use of niobic acid-on-carbon (Nb2O5/C). Nb2O5/C is an acidic heterogeneous catalyst prepared from NbCl5 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 Nb2O5/C was also observed during the Pd/C-catalyzed hydrogenative deprotection of the N-benzyloxycarbonyl (Cbz) and O-benzyl groups.
ISSN:2470-1343
2470-1343
DOI:10.1021/acsomega.9b03226