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Multicomponent synthesis of 4-unsubstituted 5-nitropyridine derivatives Full article

Journal Synthetic Communications
ISSN: 0039-7911 , E-ISSN: 1532-2432
Output data Year: 2020, Volume: 50, Number: 16, Pages: 2432-2439 Pages count : 8 DOI: 10.1080/00397911.2020.1780261
Tags Green chemistry, 5-nitro-1,4-dihydropyridines, 5-nitropyridines, multicomponent reaction
Authors Kulakov Ivan V. 1 , Oleshchuk Alena L. 1,2 , Koveza Vladislav A. 2 , Palamarchuk Irina V. 1
Affiliations
1 Tyumen State University, Tyumen, Russia
2 Omsk F. M. Dostoevsky State University, Omsk, Russia

Funding (1)

1 Russian Foundation for Basic Research 19-03-00376

Abstract: Multicomponent reaction of 2-nitroacetophenone, urotropine (or paraformaldehyde), β-dicarbonyl compound and ammonium acetate afforded five new 4-unsubstituted 5-nitro-6-phenyl-1,4-dihydropyridine derivatives, oxidation of which provided the corresponding 5-nitro-6-phenylpyridines. The proposed approach for the synthesis of 4-unsubstituted 5-nitro-6-phenyl-1,4-dihydropyridines and their subsequent aromatization into pyridines made it possible to reduce the total reaction time by more than 200 times and the overall yield of 5-nitro-6-phenylpyridine by 2 times compared with the known methods.
Cite: Kulakov I.V. , Oleshchuk A.L. , Koveza V.A. , Palamarchuk I.V.
Multicomponent synthesis of 4-unsubstituted 5-nitropyridine derivatives
Synthetic Communications. 2020. V.50. N16. P.2432-2439. DOI: 10.1080/00397911.2020.1780261 WOS Scopus РИНЦ OpenAlex
Dates:
Submitted: Dec 22, 2019
Published online: Jun 23, 2020
Published print: Aug 17, 2020
Identifiers:
Web of science: WOS:000547312400001
Scopus: 2-s2.0-85087375165
Elibrary: 45496904
OpenAlex: W3036963612
Citing:
DB Citing
Scopus 6
Web of science 3
OpenAlex 9
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