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

[Image: see text] 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. T...

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Autores principales: Yamamoto, Yuta, Shimizu, Eisho, Ban, Kazuho, Wada, Yoshiyuki, Mizusaki, Tomoteru, Yoshimura, Masatoshi, Takagi, Yukio, Sawama, Yoshinari, Sajiki, Hironao
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2020
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7033673/
https://www.ncbi.nlm.nih.gov/pubmed/32095693
http://dx.doi.org/10.1021/acsomega.9b03226
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author Yamamoto, Yuta
Shimizu, Eisho
Ban, Kazuho
Wada, Yoshiyuki
Mizusaki, Tomoteru
Yoshimura, Masatoshi
Takagi, Yukio
Sawama, Yoshinari
Sajiki, Hironao
author_facet Yamamoto, Yuta
Shimizu, Eisho
Ban, Kazuho
Wada, Yoshiyuki
Mizusaki, Tomoteru
Yoshimura, Masatoshi
Takagi, Yukio
Sawama, Yoshinari
Sajiki, Hironao
author_sort Yamamoto, Yuta
collection PubMed
description [Image: see text] 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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spelling pubmed-70336732020-02-24 Facile Hydrogenative Deprotection of N-Benzyl Groups Using a Mixed Catalyst of Palladium and Niobic Acid-on-Carbon Yamamoto, Yuta Shimizu, Eisho Ban, Kazuho Wada, Yoshiyuki Mizusaki, Tomoteru Yoshimura, Masatoshi Takagi, Yukio Sawama, Yoshinari Sajiki, Hironao ACS Omega [Image: see text] 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. American Chemical Society 2020-02-05 /pmc/articles/PMC7033673/ /pubmed/32095693 http://dx.doi.org/10.1021/acsomega.9b03226 Text en Copyright © 2020 American Chemical Society This is an open access article published under an ACS AuthorChoice License (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html) , which permits copying and redistribution of the article or any adaptations for non-commercial purposes.
spellingShingle Yamamoto, Yuta
Shimizu, Eisho
Ban, Kazuho
Wada, Yoshiyuki
Mizusaki, Tomoteru
Yoshimura, Masatoshi
Takagi, Yukio
Sawama, Yoshinari
Sajiki, Hironao
Facile Hydrogenative Deprotection of N-Benzyl Groups Using a Mixed Catalyst of Palladium and Niobic Acid-on-Carbon
title Facile Hydrogenative Deprotection of N-Benzyl Groups Using a Mixed Catalyst of Palladium and Niobic Acid-on-Carbon
title_full Facile Hydrogenative Deprotection of N-Benzyl Groups Using a Mixed Catalyst of Palladium and Niobic Acid-on-Carbon
title_fullStr Facile Hydrogenative Deprotection of N-Benzyl Groups Using a Mixed Catalyst of Palladium and Niobic Acid-on-Carbon
title_full_unstemmed Facile Hydrogenative Deprotection of N-Benzyl Groups Using a Mixed Catalyst of Palladium and Niobic Acid-on-Carbon
title_short Facile Hydrogenative Deprotection of N-Benzyl Groups Using a Mixed Catalyst of Palladium and Niobic Acid-on-Carbon
title_sort facile hydrogenative deprotection of n-benzyl groups using a mixed catalyst of palladium and niobic acid-on-carbon
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7033673/
https://www.ncbi.nlm.nih.gov/pubmed/32095693
http://dx.doi.org/10.1021/acsomega.9b03226
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