dc.contributor.author | Koza, Gani | |
dc.contributor.author | Karahan, Emrah | |
dc.contributor.author | Balci, Metin | |
dc.date.accessioned | 2019-11-24T20:38:55Z | |
dc.date.available | 2019-11-24T20:38:55Z | |
dc.date.issued | 2010 | |
dc.identifier.issn | 0018-019X | |
dc.identifier.uri | https://dx.doi.org/10.1002/hlca.200900448 | |
dc.identifier.uri | https://hdl.handle.net/20.500.12513/2600 | |
dc.description | WOS: 000283273200002 | en_US |
dc.description.abstract | We hereby report the first preparation of the 5,6-dihydro-4H-furo[2.3-c]pyrrol-4-one (3) and its derivatives starting from methyl 3-(methoxycarbonyl)furnan-2-acetate (8). The ester functionality connected to the methylene group was regiospecifically converted to the desired monohydrazide 9. Conversion of 9 into the acyl azide In followed by Curtius rearrangement gave the corresponding isocyanate derivative 11 (Scheme 2). Reaction of 11 with different nucleophiles produced urethane and urea derivatives (Scheme 3). Intramolecular cyclization reactions provided the target compounds (Scheme 5). Removal of the amine-protecting group formed the title compound 3. | en_US |
dc.description.sponsorship | Scientific and Technological Research Council of Turkey (TUBITAK)Turkiye Bilimsel ve Teknolojik Arastirma Kurumu (TUBITAK) [108-M168]; Department of Chemistry at Middle East Technical University; Turkish Academy of Sciences (TUBA)Turkish Academy of Sciences; TUBITAKTurkiye Bilimsel ve Teknolojik Arastirma Kurumu (TUBITAK) | en_US |
dc.description.sponsorship | The authors are indebted to the Scientific and Technological Research Council of Turkey (TUBITAK, Grant 108-M168), the Department of Chemistry at Middle East Technical University, and the Turkish Academy of Sciences (TUBA) for their financial support of this work. G. K. thanks TUBITAK for a postdoctoral fellowship. | en_US |
dc.language.iso | eng | en_US |
dc.publisher | WILEY-BLACKWELL | en_US |
dc.relation.isversionof | 10.1002/hlca.200900448 | en_US |
dc.rights | info:eu-repo/semantics/closedAccess | en_US |
dc.title | Regioselective Synthesis of the 5,6-Dihydro-4H-furo[2,3-c]pyrrol-4-one Skeleton: A New Class of Compounds | en_US |
dc.type | article | en_US |
dc.relation.journal | HELVETICA CHIMICA ACTA | en_US |
dc.contributor.department | Kırşehir Ahi Evran Üniversitesi, Fen-Edebiyat Fakültesi, Kimya Bölümü | en_US |
dc.identifier.volume | 93 | en_US |
dc.identifier.issue | 9 | en_US |
dc.identifier.startpage | 1698 | en_US |
dc.identifier.endpage | 1704 | en_US |
dc.relation.publicationcategory | Makale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanı | en_US |