A nickel phosphide nanoalloy catalyst for the C-3 alkylation of oxindoles with alcohols

Abstract Although transition metal phosphides are well studied as electrocatalysts and hydrotreating catalysts, the application of metal phosphides in organic synthesis is rare, and cooperative catalysis between metal phosphides and supports remains unexplored. Herein, we report that a cerium dioxid...

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Autores principales: Shu Fujita, Kohei Imagawa, Sho Yamaguchi, Jun Yamasaki, Seiji Yamazoe, Tomoo Mizugaki, Takato Mitsudome
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Publicado: Nature Portfolio 2021
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Acceso en línea:https://doaj.org/article/9c9996ca0333496384714c88815cc837
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spelling oai:doaj.org-article:9c9996ca0333496384714c88815cc8372021-12-02T15:45:21ZA nickel phosphide nanoalloy catalyst for the C-3 alkylation of oxindoles with alcohols10.1038/s41598-021-89561-12045-2322https://doaj.org/article/9c9996ca0333496384714c88815cc8372021-05-01T00:00:00Zhttps://doi.org/10.1038/s41598-021-89561-1https://doaj.org/toc/2045-2322Abstract Although transition metal phosphides are well studied as electrocatalysts and hydrotreating catalysts, the application of metal phosphides in organic synthesis is rare, and cooperative catalysis between metal phosphides and supports remains unexplored. Herein, we report that a cerium dioxide-supported nickel phosphide nanoalloy (nano-Ni2P/CeO2) efficiently promoted the C-3 alkylation of oxindoles with alcohols without any additives through the borrowing hydrogen methodology. Oxindoles were alkylated with various alcohols to provide the corresponding C-3 alkylated oxindoles in high yields. This is the first catalytic system for the C-3 alkylation of oxindoles with alcohols using a non-precious metal-based heterogeneous catalyst. The catalytic activity of nano-Ni2P/CeO2 was comparable to that reported for precious metal-based catalysts. Moreover, nano-Ni2P/CeO2 was easily recoverable and reusable without any significant loss of activity. Control experiments revealed that the Ni2P nanoalloy and the CeO2 support functioned cooperatively, leading to a high catalytic performance.Shu FujitaKohei ImagawaSho YamaguchiJun YamasakiSeiji YamazoeTomoo MizugakiTakato MitsudomeNature PortfolioarticleMedicineRScienceQENScientific Reports, Vol 11, Iss 1, Pp 1-10 (2021)
institution DOAJ
collection DOAJ
language EN
topic Medicine
R
Science
Q
spellingShingle Medicine
R
Science
Q
Shu Fujita
Kohei Imagawa
Sho Yamaguchi
Jun Yamasaki
Seiji Yamazoe
Tomoo Mizugaki
Takato Mitsudome
A nickel phosphide nanoalloy catalyst for the C-3 alkylation of oxindoles with alcohols
description Abstract Although transition metal phosphides are well studied as electrocatalysts and hydrotreating catalysts, the application of metal phosphides in organic synthesis is rare, and cooperative catalysis between metal phosphides and supports remains unexplored. Herein, we report that a cerium dioxide-supported nickel phosphide nanoalloy (nano-Ni2P/CeO2) efficiently promoted the C-3 alkylation of oxindoles with alcohols without any additives through the borrowing hydrogen methodology. Oxindoles were alkylated with various alcohols to provide the corresponding C-3 alkylated oxindoles in high yields. This is the first catalytic system for the C-3 alkylation of oxindoles with alcohols using a non-precious metal-based heterogeneous catalyst. The catalytic activity of nano-Ni2P/CeO2 was comparable to that reported for precious metal-based catalysts. Moreover, nano-Ni2P/CeO2 was easily recoverable and reusable without any significant loss of activity. Control experiments revealed that the Ni2P nanoalloy and the CeO2 support functioned cooperatively, leading to a high catalytic performance.
format article
author Shu Fujita
Kohei Imagawa
Sho Yamaguchi
Jun Yamasaki
Seiji Yamazoe
Tomoo Mizugaki
Takato Mitsudome
author_facet Shu Fujita
Kohei Imagawa
Sho Yamaguchi
Jun Yamasaki
Seiji Yamazoe
Tomoo Mizugaki
Takato Mitsudome
author_sort Shu Fujita
title A nickel phosphide nanoalloy catalyst for the C-3 alkylation of oxindoles with alcohols
title_short A nickel phosphide nanoalloy catalyst for the C-3 alkylation of oxindoles with alcohols
title_full A nickel phosphide nanoalloy catalyst for the C-3 alkylation of oxindoles with alcohols
title_fullStr A nickel phosphide nanoalloy catalyst for the C-3 alkylation of oxindoles with alcohols
title_full_unstemmed A nickel phosphide nanoalloy catalyst for the C-3 alkylation of oxindoles with alcohols
title_sort nickel phosphide nanoalloy catalyst for the c-3 alkylation of oxindoles with alcohols
publisher Nature Portfolio
publishDate 2021
url https://doaj.org/article/9c9996ca0333496384714c88815cc837
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