Gold-Catalyzed Oxime-Oxime Rearrangement

dc.contributor.author Guven, Sinem
dc.contributor.author Ozer, Merve Sinem
dc.contributor.author Kaya, Serdal
dc.contributor.author Menges, Nurettin
dc.contributor.author Balci, Metin
dc.date.accessioned 2025-05-10T17:37:39Z
dc.date.available 2025-05-10T17:37:39Z
dc.date.issued 2015
dc.description Menges, Nurettin/0000-0002-5990-6275 en_US
dc.description.abstract The gold-catalyzed reaction of pyrrole and indole oximes having a propargyl group attached to the nitrogen atom was studied. The selective 6-endo-dig mode of cyclization was observed for the terminal alkynes giving rise to the formation of pyrazine N-oxides in the presence of a gold catalyst. However, the reaction with substituted alkyne transferred the oxime functionality intramolecularly from one carbon atom to another via the 7-endo-dig cyclization process. This transformation is unprecedented in the literature and is named an oximeoxime rearrangement. en_US
dc.description.sponsorship Scientific and Technological Research Council of Turkey (TUBITAK) [TBAG-112 T360]; Turkish Academy of Sciences (TUBA); Middle East Technical University (METU) en_US
dc.description.sponsorship Financial support from the Scientific and Technological Research Council of Turkey (TUBITAK, Grant No. TBAG-112 T360), the Turkish Academy of Sciences (TUBA), and Middle East Technical University (METU) is gratefully acknowledged. We also thank Research Assistant Ozlem Sari (METU) for her help with calculations. en_US
dc.identifier.doi 10.1021/acs.orglett.5b01041
dc.identifier.issn 1523-7060
dc.identifier.issn 1523-7052
dc.identifier.scopus 2-s2.0-84930633059
dc.identifier.uri https://doi.org/10.1021/acs.orglett.5b01041
dc.identifier.uri https://hdl.handle.net/20.500.14720/14438
dc.language.iso en en_US
dc.publisher Amer Chemical Soc en_US
dc.rights info:eu-repo/semantics/closedAccess en_US
dc.title Gold-Catalyzed Oxime-Oxime Rearrangement en_US
dc.type Article en_US
dspace.entity.type Publication
gdc.author.id Menges, Nurettin/0000-0002-5990-6275
gdc.author.scopusid 57204732269
gdc.author.scopusid 36872923100
gdc.author.scopusid 56673662600
gdc.author.scopusid 23973608700
gdc.author.scopusid 7006382595
gdc.author.wosid Kaya, Serdal/P-3609-2018
gdc.author.wosid Guven, Sinem/P-3273-2019
gdc.author.wosid Menges, Nurettin/F-9678-2016
gdc.coar.access metadata only access
gdc.coar.type text::journal::journal article
gdc.description.department T.C. Van Yüzüncü Yıl Üniversitesi en_US
gdc.description.departmenttemp [Guven, Sinem; Ozer, Merve Sinem; Kaya, Serdal; Menges, Nurettin; Balci, Metin] Middle E Tech Univ, Dept Chem, TR-06800 Ankara, Turkey; [Kaya, Serdal] Giresun Univ, Dept Chem, TR-28200 Giresun, Turkey; [Menges, Nurettin] Yuzuncu Yil Univ, Fac Pharm, TR-65100 Van, Turkey en_US
gdc.description.endpage 2663 en_US
gdc.description.issue 11 en_US
gdc.description.publicationcategory Makale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanı en_US
gdc.description.scopusquality Q1
gdc.description.startpage 2660 en_US
gdc.description.volume 17 en_US
gdc.description.woscitationindex Science Citation Index Expanded - Index Chemicus - Current Chemical Reactions
gdc.description.wosquality Q1
gdc.identifier.pmid 25992473
gdc.identifier.wos WOS:000355962200025
gdc.index.type WoS
gdc.index.type Scopus
gdc.index.type PubMed

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