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Two-Step One-Pot Reductive Amination of Furanic Aldehydes Using CuAlOx Catalyst in a Flow Reactor Full article

Journal Molecules
ISSN: 1420-3049
Output data Year: 2020, Volume: 25, Number: 20, Article number : 4771, Pages count : 7 DOI: 10.3390/molecules25204771
Tags reductive amination; 5-hydroxymethylfurfural; 5-acetoxymethylfurfural; Cu-based catalyst; Cu-Al mixed oxide; primary amines; imine hydrogenation; flow reactor
Authors Nuzhdin Alexey L. 1 , Bukhtiyarova Marina V. 1 , Bukhtiyarov Valerii I. 1
Affiliations
1 Boreskov Institute of Catalysis SB RAS, 630090 Novosibirsk, Russia

Funding (1)

1 Russian Science Foundation
FWF Austrian Science Fund
20-43-05002

Abstract: Aminomethylhydroxymethylfuran derivatives are well known compounds which are used in the pharmaceutical industry. Reductive amination of 5-hydroxymethylfurfural (HMF) derived from available non-edible lignocellulosic biomass is an attractive method for the synthesis of this class of compounds. In the present study, the synthesis of N-substituted 5-(hydroxymethyl)-2-furfuryl amines and 5-(acetoxymethyl)-2-furfuryl amines was performed by two-step process, which includes the condensation of furanic aldehydes (HMF and 5-acetoxymethylfurfural) with primary amines in methanol on the first step and the reduction of obtained imines with hydrogen in a flow reactor over CuAlOx catalyst derived from layered double hydroxide on the second step. This process does not require isolation and purification of intermediate imines and can be used to synthesize a number of aminomethylhydroxymethylfurans in good to excellent yield.
Cite: Nuzhdin A.L. , Bukhtiyarova M.V. , Bukhtiyarov V.I.
Two-Step One-Pot Reductive Amination of Furanic Aldehydes Using CuAlOx Catalyst in a Flow Reactor
Molecules. 2020. V.25. N20. 4771 :1-7. DOI: 10.3390/molecules25204771 WOS Scopus РИНЦ ANCAN PMID OpenAlex
Files: Full text from publisher
Dates:
Submitted: Sep 26, 2020
Published print: Oct 1, 2020
Accepted: Oct 15, 2020
Published online: Oct 17, 2020
Identifiers:
Web of science: WOS:000585575100001
Scopus: 2-s2.0-85093652296
Elibrary: 45205218
Chemical Abstracts: 2020:2221445
Chemical Abstracts (print): 174:7750
PMID: 33080807
OpenAlex: W3093254304
Citing:
DB Citing
Scopus 20
Web of science 19
Elibrary 19
OpenAlex 21
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