Synthesis of pyrrolo-pyrrolo-pyrazines via the Pd/C-catalyzed cyclization of N-propargyl pyrrolinyl-pyrrole derivatives

dc.authorid0000-0002-6311-1918
dc.contributor.authorAslanoğlu, Furgan
dc.contributor.authorBaşçeken, Sinan
dc.contributor.authorBalcı, Metin
dc.date.accessioned2019-05-10T09:39:18Z
dc.date.available2019-05-10T09:39:18Z
dc.date.issued2019
dc.departmentHitit Üniversitesi, Fen Edebiyat Fakültesi, Kimya Bölümü
dc.description.abstractA novel and efficient synthesis of N-substituted dipyrrolo[1,2-a:2',1'-c]pyrazine derivatives has been developed. The synthetic strategy relies on the synthesisof 4',5'-dihydro-1H,3'H-2,2'-bipyrrole, followed by the reaction with propargyl bromide. Various substituents were introduced to the alkyne functionality using the Sonogashira coupling reaction. Aromatization of the dihydropyrrole ring followed by an intramolecular cyclization reaction between the alkyne functionality and the pyrrole nitrogen atom was catalyzed by Pd/C at high temperature to furnish the desired dipyrrolo-pyrazine skeleton. (C) 2019 Elsevier Ltd.
dc.identifier.citationAslanoğlu, F., Basçeken, S., Balcı, M. (2019). Synthesis of pyrrolo-pyrrolo-pyrazines via the Pd/C-catalyzed cyclization of N-propargyl pyrrolinyl-pyrrole derivatives. Tetrahedron letters, 60(5), 449-451.
dc.identifier.doi10.1016/j.tetlet.2019.01.004
dc.identifier.endpage451en_US
dc.identifier.issn0040-4039
dc.identifier.issue5en_US
dc.identifier.scopusqualityQ3
dc.identifier.startpage449en_US
dc.identifier.urihttps://doi.org/10.1016/j.tetlet.2019.01.004
dc.identifier.urihttps://hdl.handle.net/11491/664
dc.identifier.volume60en_US
dc.identifier.wosqualityN/A
dc.indekslendigikaynakWeb of Science
dc.indekslendigikaynakScopus
dc.language.isoen
dc.publisherElsevier Ltd
dc.relation.ispartofTetrahedron Letters
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanı
dc.rightsinfo:eu-repo/semantics/closedAccess
dc.subjectAlkyne Cyclizationen_US
dc.subjectBipyrroleen_US
dc.subjectDipyrrolopyrazineen_US
dc.subjectPyrazineen_US
dc.subjectPyrroleen_US
dc.titleSynthesis of pyrrolo-pyrrolo-pyrazines via the Pd/C-catalyzed cyclization of N-propargyl pyrrolinyl-pyrrole derivatives
dc.typeArticle

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