Facile Hydrogenative Deprotection ofN-Benzyl Groups Using a Mixed Catalyst of Palladium and Niobic Acid-on-Carbon
Author(s) -
Yuta Yamamoto,
Eisho Shimizu,
Kazuho Ban,
Yoshiyuki Wada,
Tomoteru Mizusaki,
Masatoshi Yoshimura,
Yukio Takagi,
Yoshinari Sawama,
Hironao Sajiki
Publication year - 2020
Publication title -
acs omega
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.779
H-Index - 40
ISSN - 2470-1343
DOI - 10.1021/acsomega.9b03226
Subject(s) - catalysis , palladium , chemistry , carbon fibers , organic chemistry , heterogeneous catalysis , activated carbon , materials science , composite number , adsorption , composite material
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 (Nb 2 O 5 /C). Nb 2 O 5 /C is an acidic heterogeneous catalyst prepared from NbCl 5 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 Nb 2 O 5 /C was also observed during the Pd/C-catalyzed hydrogenative deprotection of the N -benzyloxycarbonyl (Cbz) and O -benzyl groups.
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