Rapid formation of chemical complexity via a modified Biginelli reaction leading to dihydrofuran-2(3H)-one spiro-derivatives of triazolo[1,5-a]pyrimidine

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dc.authorid0000-0001-6373-5221en_US
dc.contributor.authorGümüş, Mustafa Kemal
dc.contributor.authorGorobets, Nikolay Yu.
dc.contributor.authorSedash, Yuriy V.
dc.contributor.authorShishkina, Svitlana V.
dc.contributor.authorDesenko, Sergey M.
dc.date.accessioned2021-04-02T08:42:23Z
dc.date.available2021-04-02T08:42:23Z
dc.date.issued2017
dc.departmentAÇÜ, Eğitim Fakültesien_US
dc.descriptionThe work was supported by Artvin Coruh University research project (BAP-2012.F19.02.23) and Mevlana Exchange Program (MEV-2016-027).en_US
dc.description.abstractThe regio- and stereoselective, catalyst-free multicomponent synthesis of spiro-conjugated dihydrofuran-2(3H)-one/triazolo[1,5-a]pyrimidine derivatives in good to high yields via a Biginelli approach starting from ortho-substituted benzaldehydes, 3-amino-1.2,4-triazole and alpha-acetylbutyrolactone is reported. A plausible reaction mechanism for this transformation is discussed. The obtained heterocycles possess a drug-like conformationally restricted structure with defined stereochemistry and increased stability compared to other products obtained by this mode of the Biginelli reaction.
dc.identifier.citationGümüş, M. K., Gorobets, N. Y., Sedash, Y. V., Shishkina, S. V., & Desenko, S. M. (2017). Rapid formation of chemical complexity via a modified Biginelli reaction leading to dihydrofuran-2 (3H)-one spiro-derivatives of triazolo [1, 5-a] pyrimidine. Tetrahedron Letters, 58(35), 3446-3448.en_US
dc.identifier.doi10.1016/j.tetlet.2017.07.071
dc.identifier.endpage3448en_US
dc.identifier.issue35en_US
dc.identifier.scopusqualityQ3
dc.identifier.startpage3446en_US
dc.identifier.urihttps://hdl.handle.net/11494/2908
dc.identifier.volume58en_US
dc.identifier.wosqualityQ3
dc.indekslendigikaynakWeb of Science
dc.indekslendigikaynakScopus
dc.institutionauthorGümüş, Mustafa Kemal
dc.language.isoenen_US
dc.publisherPergamon-Elsevier Science Ltden_US
dc.relation.ispartofTetrahedron Letters
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.rightsinfo:eu-repo/semantics/closedAccessen_US
dc.subjectModified Biginelli reactionen_US
dc.subjectClean synthesisen_US
dc.subjectMulticomponent reactionen_US
dc.subjectDihydrofuran-2(3H)-oneen_US
dc.subjectTriazolo[1,5-a]pyrimidineen_US
dc.subjectSpiro-compoundsen_US
dc.titleRapid formation of chemical complexity via a modified Biginelli reaction leading to dihydrofuran-2(3H)-one spiro-derivatives of triazolo[1,5-a]pyrimidineen_US
dc.typeArticle

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