Selective one-pot synthesis of substituted pyrrole-3-phosphonates from ?-cyanomethyl-?-ketoesters

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dc.contributor.authorDemir, Ayhan S.
dc.contributor.authorTural, Servet
dc.date.accessioned2024-04-24T16:18:25Z
dc.date.available2024-04-24T16:18:25Z
dc.date.issued2007
dc.departmentDicle Üniversitesien_US
dc.description.abstractA one-step synthesis of 5-alkoxypyrrole-3-phosphonates is presented starting from suitable alpha-cyanomethyl-beta-ketophosphonates. The key step in the synthesis involves a one-pot addition and heteroannulation sequence. The zinc perchlorate-catalyzed addition of alcohols to the nitrile carbon of alpha-cyanomethyl- beta-ketophosphonates followed by annulation furnished 5-alkoxypyrrole-3-phosphonates. The addition-annulation process is carried out in the presence of water and 4,5-dihydro-5-oxo-1H-pyrrole-3-phosphonates (pyrrolinones) are obtained in good yields. (C) 2007 Elsevier Ltd. All rights reserved.en_US
dc.identifier.doi10.1016/j.tet.2007.02.097
dc.identifier.endpage4161en_US
dc.identifier.issn0040-4020
dc.identifier.issue19en_US
dc.identifier.scopus2-s2.0-34047094832
dc.identifier.scopusqualityQ3
dc.identifier.startpage4156en_US
dc.identifier.urihttps://doi.org/10.1016/j.tet.2007.02.097
dc.identifier.urihttps://hdl.handle.net/11468/16086
dc.identifier.volume63en_US
dc.identifier.wosWOS:000248202900027
dc.identifier.wosqualityQ1
dc.indekslendigikaynakWeb of Science
dc.indekslendigikaynakScopus
dc.language.isoenen_US
dc.publisherPergamon-Elsevier Science Ltden_US
dc.relation.ispartofTetrahedron
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.rightsinfo:eu-repo/semantics/closedAccessen_US
dc.subjectPyrrolesen_US
dc.subjectHeteroannulationen_US
dc.subjectGaba Analogsen_US
dc.subjectBeta-Ketophosphonatesen_US
dc.subjectPyrrolinonesen_US
dc.titleSelective one-pot synthesis of substituted pyrrole-3-phosphonates from ?-cyanomethyl-?-ketoestersen_US
dc.titleSelective one-pot synthesis of substituted pyrrole-3-phosphonates from ?-cyanomethyl-?-ketoesters
dc.typeArticleen_US

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