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Synthesis, Structure, and Some Transformations of Novel 1,5-methanonaphtho[1,2-g][1,3,5]oxadiazocine Derivatives. / Kulakov, Ivan V.; Ogurtsova, Diana N.; Seilkhanov, Tulegen M. et al.

In: Journal of Heterocyclic Chemistry, Vol. 55, No. 4, 01.04.2018, p. 923-928.

Research output: Contribution to journal › Article › peer-review

Harvard

Kulakov, IV, Ogurtsova, DN, Seilkhanov, TM, Gatilov, YV & Fisyuk, AS 2018, 'Synthesis, Structure, and Some Transformations of Novel 1,5-methanonaphtho[1,2-g][1,3,5]oxadiazocine Derivatives', Journal of Heterocyclic Chemistry, vol. 55, no. 4, pp. 923-928. https://doi.org/10.1002/jhet.3119

APA

Kulakov, I. V., Ogurtsova, D. N., Seilkhanov, T. M., Gatilov, Y. V., & Fisyuk, A. S. (2018). Synthesis, Structure, and Some Transformations of Novel 1,5-methanonaphtho[1,2-g][1,3,5]oxadiazocine Derivatives. Journal of Heterocyclic Chemistry, 55(4), 923-928. https://doi.org/10.1002/jhet.3119

Vancouver

Kulakov IV, Ogurtsova DN, Seilkhanov TM, Gatilov YV, Fisyuk AS. Synthesis, Structure, and Some Transformations of Novel 1,5-methanonaphtho[1,2-g][1,3,5]oxadiazocine Derivatives. Journal of Heterocyclic Chemistry. 2018 Apr 1;55(4):923-928. doi: 10.1002/jhet.3119

Author

Kulakov, Ivan V. ; Ogurtsova, Diana N. ; Seilkhanov, Tulegen M. et al. / Synthesis, Structure, and Some Transformations of Novel 1,5-methanonaphtho[1,2-g][1,3,5]oxadiazocine Derivatives. In: Journal of Heterocyclic Chemistry. 2018 ; Vol. 55, No. 4. pp. 923-928.

BibTeX

@article{d026cb425aa84569bb34c9add9611ac1,
title = "Synthesis, Structure, and Some Transformations of Novel 1,5-methanonaphtho[1,2-g][1,3,5]oxadiazocine Derivatives",
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.",
keywords = "MITOTIC KINESIN INHIBITORS, SPINDLE BIPOLARITY, MONASTROL",
author = "Kulakov, {Ivan V.} and Ogurtsova, {Diana N.} and Seilkhanov, {Tulegen M.} and Gatilov, {Yuriy V.} and Fisyuk, {Alexander S.}",
year = "2018",
month = apr,
day = "1",
doi = "10.1002/jhet.3119",
language = "English",
volume = "55",
pages = "923--928",
journal = "Journal of Heterocyclic Chemistry",
issn = "0022-152X",
publisher = "Wiley-Blackwell",
number = "4",

}

RIS

TY - JOUR

T1 - Synthesis, Structure, and Some Transformations of Novel 1,5-methanonaphtho[1,2-g][1,3,5]oxadiazocine Derivatives

AU - Kulakov, Ivan V.

AU - Ogurtsova, Diana N.

AU - Seilkhanov, Tulegen M.

AU - Gatilov, Yuriy V.

AU - Fisyuk, Alexander S.

PY - 2018/4/1

Y1 - 2018/4/1

N2 - 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.

AB - 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.

KW - MITOTIC KINESIN INHIBITORS

KW - SPINDLE BIPOLARITY

KW - MONASTROL

UR - http://www.scopus.com/inward/record.url?scp=85041721298&partnerID=8YFLogxK

U2 - 10.1002/jhet.3119

DO - 10.1002/jhet.3119

M3 - Article

AN - SCOPUS:85041721298

VL - 55

SP - 923

EP - 928

JO - Journal of Heterocyclic Chemistry

JF - Journal of Heterocyclic Chemistry

SN - 0022-152X

IS - 4

ER -

ID: 10352740