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Intermolecular Heterocyclization of Alkynones With 2-Mercaptoacetaldehyde Under Metal-Free Conditions: Synthesis of 2,3-Disubstituted Thiophenes

dc.authorid Menges, Nurettin/0000-0002-5990-6275
dc.authorscopusid 57192419562
dc.authorscopusid 57209033775
dc.authorscopusid 36872923100
dc.authorscopusid 26664743800
dc.authorscopusid 23973608700
dc.authorscopusid 7006382595
dc.authorwosid Koza, Gani/Aai-3325-2021
dc.authorwosid Vatansever, Erol/P-2418-2019
dc.authorwosid Menges, Nurettin/F-9678-2016
dc.contributor.author Vatansever, Erol Can
dc.contributor.author Kilic, Kubra
dc.contributor.author Ozer, Merve Sinem
dc.contributor.author Koza, Gani
dc.contributor.author Menges, Nurettin
dc.contributor.author Balci, Metin
dc.date.accessioned 2025-05-10T17:11:17Z
dc.date.available 2025-05-10T17:11:17Z
dc.date.issued 2015
dc.department T.C. Van Yüzüncü Yıl Üniversitesi en_US
dc.department-temp [Vatansever, Erol Can; Kilic, Kubra; Ozer, Merve Sinem; Menges, Nurettin; Balci, Metin] Middle E Tech Univ, Dept Chem, TR-06800 Ankara, Turkey; [Kilic, Kubra; Koza, Gani] Ahi Evran Univ, Dept Chem, Kirsehir, Turkey; [Menges, Nurettin] Yuzuncu Yil Univ, Fac Pharm, TR-65100 Van, Turkey en_US
dc.description Menges, Nurettin/0000-0002-5990-6275 en_US
dc.description.abstract A concise and regioselective approach for the synthesis of 2,3-disubstituted thiophene derivatives has been developed. The synthetic strategy relies on the reaction of an in situ generated 2-mercaptoacetaldehyde with various alkynones. Furthermore, we calculated the energy gap between the HOMO and the LUMO orbitals of all compounds and observed that the introduction of a strong electron-withdrawing group decreased the HOMO-LUMO energy gap. (C) 2015 Elsevier Ltd. All rights reserved. en_US
dc.description.sponsorship Scientific and Technological Research Council of Turkey (TUBITAK) [TBAG-112 T360]; Turkish Academy of Sciences (TUBA); Yuzuncu Yil University [YYU-BAP-2014-ECZ-B170]; 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), Middle East Technical University (METU), and Yuzuncu Yil University (Grant No. YYU-BAP-2014-ECZ-B170) are gratefully acknowledged. en_US
dc.description.woscitationindex Science Citation Index Expanded - Index Chemicus
dc.identifier.doi 10.1016/j.tetlet.2015.07.090
dc.identifier.endpage 5389 en_US
dc.identifier.issn 0040-4039
dc.identifier.issn 1873-3581
dc.identifier.issue 40 en_US
dc.identifier.scopus 2-s2.0-84940721375
dc.identifier.scopusquality Q3
dc.identifier.startpage 5386 en_US
dc.identifier.uri https://doi.org/10.1016/j.tetlet.2015.07.090
dc.identifier.uri https://hdl.handle.net/20.500.14720/7697
dc.identifier.volume 56 en_US
dc.identifier.wos WOS:000362533900004
dc.identifier.wosquality Q3
dc.language.iso en en_US
dc.publisher Pergamon-elsevier Science Ltd en_US
dc.relation.publicationcategory Makale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanı en_US
dc.rights info:eu-repo/semantics/closedAccess en_US
dc.subject Alkynes en_US
dc.subject Cyclization en_US
dc.subject Alkynones en_US
dc.subject 2-Mercaptoacetaldehyde en_US
dc.subject 2,3-Disubstituted Thiophenes en_US
dc.title Intermolecular Heterocyclization of Alkynones With 2-Mercaptoacetaldehyde Under Metal-Free Conditions: Synthesis of 2,3-Disubstituted Thiophenes en_US
dc.type Article en_US

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