Synthesis of Unsaturated Secondary Amines by Direct Reductive Amination of Aliphatic Aldehydes with Nitroarenes over Au/Al2O3 Catalyst in a Continuous Flow Mode | Sciact - CRIS-system of Boreskov Institute of Catalysis

Synthesis of Unsaturated Secondary Amines by Direct Reductive Amination of Aliphatic Aldehydes with Nitroarenes over Au/Al2O3 Catalyst in a Continuous Flow Mode Full article

Journal

RSC Advances
ISSN: 2046-2069

Output data

Year: 2016, Volume: 6, Number: 91, Pages: 88366 - 88372 Pages count : 7 DOI: 10.1039/C6RA20904A

Tags

ONE-POT; NITRO ARYLS; RECOVERABLE CATALYST; CARBONYL-COMPOUNDS; MILD CONDITIONS; GREEN SYNTHESIS; SUPPORTED GOLD; HYDROGENATION; MONOALKYLATION; NANOPARTICLES

Authors

Nuzhdin A.L. ¹ , Artyukha E.A. ^1,2 , Bukhtiyarova G.A. ¹ , Zaytsev S.Yu. ³ , Plyusnin P.E. ^2,3 , Shubin Yu.V. ^2,3 , Bukhtiyarov V.I. ^1,2

Affiliations

1	Boreskov Institute of Catalysis, SB RAS, Lavrentieva Ave. 5, Novosibirsk, 630090, Russia
2	Novosibirsk State University, Pirogova Str. 2, Novosibirsk, 630090 Russia
3	Nikolaev Institute of Inorganic Chemistry, SB RAS, Lavrentieva Ave. 3, Novosibirsk, 630090 Russia

Funding (1)

Federal Agency for Scientific Organizations

V.45.3.7.

A series of unsaturated secondary amines was successfully synthesized by direct reductive amination of aliphatic aldehydes with nitroarenes over a 2.5% Au/Al2O3 catalyst in a continuous flow reactor using molecular hydrogen as a reducing agent. In most cases, the targeted secondary amines were obtained in good to excellent yields. Interestingly, the hydrogenation of C]C group is practically absent in both initial aldehydes and secondary amines under the reaction conditions. It was found that the introduction of electron-donating substituents in the para- and meta-position of nitrobenzenes increased the yield of secondary amine, while in the case of nitrobenzenes with electron-withdrawing substituents or electron-donating substituents in the ortho-position a decrease in the yield of the target product was observed.

Nuzhdin A.L. , Artyukha E.A. , Bukhtiyarova G.A. , Zaytsev S.Y. , Plyusnin P.E. , Shubin Y.V. , Bukhtiyarov V.I.
Synthesis of Unsaturated Secondary Amines by Direct Reductive Amination of Aliphatic Aldehydes with Nitroarenes over Au/Al2O3 Catalyst in a Continuous Flow Mode
RSC Advances. 2016. V.6. N91. P.88366 - 88372. DOI: 10.1039/C6RA20904A WOS Scopus РИНЦ AN OpenAlex

Submitted:	Aug 19, 2016
Accepted:	Sep 1, 2016
Published online:	Sep 2, 2016

Web of science:	WOS:000384571800064
Scopus:	2-s2.0-84988420330
Elibrary:	27572522
Chemical Abstracts:	2016:1460762
OpenAlex:	W2515791288

DB	Citing
Web of science	17
Scopus	19
Elibrary	17
OpenAlex	18