Chemoselective Carbenoid Reactions of Furan/Thiophene/Pyrrole Ring Containing Carbonyl and Conjugated Carbonyl at Their 2-Positions

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dc.authoridGungor, Fusun Seyma / 0000-0003-0870-4048
dc.authorwosidGungor, Fusun Seyma / D-4302-2011
dc.contributor.authorSeyma Gungor, Fusun
dc.contributor.authorMerey, Gokce
dc.contributor.authorAnac, Olcay
dc.date.accessioned2021-11-01T15:03:12Z
dc.date.available2021-11-01T15:03:12Z
dc.date.issued2020
dc.department[Belirlenecek]
dc.description.abstractSeveral furyl/thiophenyl/N-methylpyrrolyl cores having aldehyde/ketone/ene-biscarbonyl/diene-biscarbonyl functions at their 2-positions were reacted with diazocarbonyl compounds in the presence of metal catalysts. Between the two possible reaction pathways which may take place either on the 2-substituent of hetaryl or on the core structure, only one of them was dominant for each reaction depending on substituents. Accordingly, in the reaction of thiophene-2-carbaldehyde with diazo compounds we obtained epoxy derivatives. On the other hand, dimethyl diazomalonate and furyl-ene-diketo/N-methylpyrrolyl-ene-diester yielded only novel dihydrofuran derivatives via [1,5]-electrocyclic ring closure. However, the reactions of 2-ene/diene-diester functionalized furans with dimethyl diazomalonate resulted polymethoxycarboxylate-substituted oxo-polyenes chemo-specifically in good yields.
dc.description.sponsorshipIstanbul Technical University Research Fund [39336]en_US
dc.description.sponsorshipWe are grateful to Istanbul Technical University Research Fund (project no 39336) for their financial support.en_US
dc.identifier.doi10.1002/slct.202000584
dc.identifier.endpage5340en_US
dc.identifier.issn2365-6549
dc.identifier.issue17en_US
dc.identifier.scopus2-s2.0-85084499352
dc.identifier.scopusqualityQ3
dc.identifier.startpage5337en_US
dc.identifier.urihttps://doi.org/10.1002/slct.202000584
dc.identifier.urihttps://hdl.handle.net/11491/7019
dc.identifier.volume5en_US
dc.identifier.wosWOS:000531602600037
dc.identifier.wosqualityQ3
dc.indekslendigikaynakWeb of Science
dc.indekslendigikaynakScopus
dc.institutionauthor[Belirlenecek]
dc.language.isoen
dc.publisherWiley-V C H Verlag Gmbh
dc.relation.ispartofChemistryselect
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanı
dc.rightsinfo:eu-repo/semantics/closedAccess
dc.subjectcarbenesen_US
dc.subjectcarbenoidsen_US
dc.subjectdiazo compoundsen_US
dc.subjecthetarylen_US
dc.subjectoxo-polyeneen_US
dc.titleChemoselective Carbenoid Reactions of Furan/Thiophene/Pyrrole Ring Containing Carbonyl and Conjugated Carbonyl at Their 2-Positions
dc.typeArticle

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