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Synthesis, structure, and some transformations of novel 1,5-methanonapto[1,2-g][1,3,5]oxadiazocine derivatives Full article

Journal Journal of Heterocyclic Chemistry
ISSN: 0022-152X , E-ISSN: 1943-5193
Output data Year: 2018, Volume: 55, Number: 4, Pages: 923-928 Pages count : 6 DOI: 10.1002/jhet.3119
Authors Kulakov Ivan V. 1 , Ogurtsova Diana N. 1 , Seilkhanov Tulegen M. 2 , Gatilov Yuriy V. 3,4 , Fisyuk Alexander S. 1,5
Affiliations
1 Department of Organic Chemistry, Omsk F.M. Dostoevsky State University
2 Sh. Ualikhanov Kokshetau State University
3 Siberian Branch of the Russian Academy of Science, N.N. Vorozhtsov Novosibirsk Institute of Organic Chemistry
4 Novosibirsk State University
5 Laboratory of New Organic Materials, Omsk State Technical University

Abstract: Biginelli reaction of thiourea, 2-hydroxy-1-naphthaldehyde, and acetoacetic ester (or benzoyl acetone) under solvent-free conditions and MW irradiation gave novel 3-thioxo-2,3,4,5-tetrahydro-1H-1,5-methanonaphtho[1,2-g][1,3,5]oxadiazocine derivatives. Subsequent reaction of the obtained compounds with α-chloroacetamide led to 5-methyl-5H,13H-5,13-methanonaphtho[1,2-g] thiazolo[2,3-d][1,3,5]oxadiazocin-1(2H)-ones, which were converted to the Z-isomers of 2-arylylidene-5H,13H-5,13-methanonaphtho[1,2-g]thiazolo[2,3-d][1,3,5]oxadiazocin-1(2H)-one derivatives by reaction with arylaldehydes. The structures of the products were characterized by 1H NMR, 13C NMR spectra, and X-ray analysis.
Cite: Kulakov I.V. , Ogurtsova D.N. , Seilkhanov T.M. , Gatilov Y.V. , Fisyuk A.S.
Synthesis, structure, and some transformations of novel 1,5-methanonapto[1,2-g][1,3,5]oxadiazocine derivatives
Journal of Heterocyclic Chemistry. 2018. V.55. N4. P.923-928. DOI: 10.1002/jhet.3119 WOS Scopus РИНЦ OpenAlex
Dates:
Submitted: Sep 5, 2017
Published online: Feb 9, 2018
Identifiers:
Web of science: WOS:000430179800017
Scopus: 2-s2.0-85041721298
Elibrary: 35485462
OpenAlex: W2791105809
Citing:
DB Citing
Web of science 1
Scopus 2
OpenAlex 2
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