The chemistry of homophthalic acid: a new synthetic strategy for construction of substituted isocoumarin and indole skeletons

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dc.contributor.authorÖzcan, Sevil
dc.contributor.authorBalcı, Metin
dc.date.accessioned2021-06-23T19:25:49Z
dc.date.available2021-06-23T19:25:49Z
dc.date.issued2008
dc.departmentBAİBÜ, Fen Edebiyat Fakültesi, Kimya Bölümüen_US
dc.description.abstractHomophthalic acid was reacted with thionylchloride/DMF and chloroethylformate/NEt(3) in the presence and absence of NaN(3). in all cases completely different isocoumarin derivatives were obtained. These unusual isocoumarin derivatives were isolated and characterized and their formation mechanisms are discussed. The homophthalic acid monomethyl ester was converted into the corresponding isocyanate. Reaction of the isocyanate with different amines produced the urea derivatives. Base-supported condensation reactions of these products gave first an indolinone derivative, which underwent further intermolecular condensation to give substituted indole derivatives. However, when the condensation reaction was carried out in the presence of acetic anhydride, the intermolecular reactions were suppressed. This methodology opens up a new way of synthesizing of various five-membered ring substituted indole derivatives. (C) 2008 Elsevier Ltd. All rights reserved.en_US
dc.identifier.doi10.1016/j.tet.2008.03.097
dc.identifier.endpage5540en_US
dc.identifier.issn0040-4020
dc.identifier.issue23en_US
dc.identifier.scopus2-s2.0-43049137655en_US
dc.identifier.scopusqualityQ2en_US
dc.identifier.startpage5531en_US
dc.identifier.urihttps://doi.org/10.1016/j.tet.2008.03.097
dc.identifier.urihttps://hdl.handle.net/20.500.12491/6259
dc.identifier.volume64en_US
dc.identifier.wosWOS:000256412800016en_US
dc.identifier.wosqualityQ2en_US
dc.indekslendigikaynakWeb of Scienceen_US
dc.indekslendigikaynakScopusen_US
dc.institutionauthorBalcı, Metin
dc.language.isoenen_US
dc.publisherPergamon-Elsevier Science Ltden_US
dc.relation.ispartofTetrahedronen_US
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.rightsinfo:eu-repo/semantics/closedAccessen_US
dc.subjectIsocoumarinen_US
dc.subjectIndoleen_US
dc.subjectBenzochromenoneen_US
dc.subjectCurtius Degradationen_US
dc.titleThe chemistry of homophthalic acid: a new synthetic strategy for construction of substituted isocoumarin and indole skeletonsen_US
dc.typeArticleen_US

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