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
| Общее |
Language:
Английский,
Genre:
Full article,
Status:
Published,
Source type:
Original
|
| Journal |
RSC Advances
ISSN: 2046-2069
|
| Output data |
Year: 2016,
Volume: 6,
Number: 91,
Pages: 88366 - 88372
Pages count
: 7
DOI:
10.1039/C6RA20904A
|
| 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)
|
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.