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...

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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
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cited_by cdi_FETCH-LOGICAL-a457t-1d0edab7c5d56afe3c035ad8bd88af3518ee4734a827e8cddae032ee20915bfb3
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creator Yamamoto, Yuta
Shimizu, Eisho
Ban, Kazuho
Wada, Yoshiyuki
Mizusaki, Tomoteru
Yoshimura, Masatoshi
Takagi, Yukio
Sawama, Yoshinari
Sajiki, Hironao
description 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.
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title Facile Hydrogenative Deprotection of N‑Benzyl Groups Using a Mixed Catalyst of Palladium and Niobic Acid-on-Carbon
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