Synthesis of Azaheterocyclic Cymantrene Derivatives View Full Text


Ontology type: schema:ScholarlyArticle     


Article Info

DATE

2018-03

AUTHORS

V. I. Potkin, S. K. Petkevich, A. V. Kletskov, I. A. Kolesnik, E. A. Dikusar, I. B. Rozentsveig, G. G. Levkovskaya, D. K. Nasirova, K. K. Borisova, F. I. Zubkov

ABSTRACT

The reduction of acetylcymantrene with sodium tetrahydridoborate gave cymantrenylethanol which was acylated with 4,5-dichloroisothiazole- and 5-(4-methylphenyl)isoxazole-3-carbonyl chlorides to obtain esters containing a 1,2-thia(oxa)zole fragment. The condensation of acetylcymantrene with 5-arylisoxazole-3- carbaldehydes, (5-arylisoxazol-3-yl)methoxybenzaldehydes (Ar = Ph, 4-Tol), and 4,5-dichloroisothiazole-3- carbaldehyde afforded the corresponding (E)-3-(azol-3-yl)-1-cymantrenylprop-2-en-1-ones. The resulting α,β- unsaturated ketones reacted with semicarbazide hydrochloride and thiosemicarbazide to produce substituted 4,5-dihydro-1H-pyrazole-1-carboxamides and -1-carbothioamides, and their reaction with hydroxylamine hydrochloride led to the formation of 4,5-dihydroisoxazoles containing cymantrene and 1,2-azole fragments. Heterocyclization of azolylcymantrenylpropenones with guanidine gave 2-aminopyrimidine derivatives, and dihydropyrimidine-2-thiones were obtained by their reaction with thiourea. More... »

PAGES

452-462

Identifiers

URI

http://scigraph.springernature.com/pub.10.1134/s1070428018030132

DOI

http://dx.doi.org/10.1134/s1070428018030132

DIMENSIONS

https://app.dimensions.ai/details/publication/pub.1104402807


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