Structural assessment of novel spiro-naphthalene-1.2'- [1,3,4] oxadiazol-4-ones prepared under batch and flow chemistry with a concise antifungal and anti(myco)bacterial activity

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dc.authorid0000-0001-5216-1226en_US
dc.authorid0000-0002-6633-8480en_US
dc.authorid0000-0003-2811-1872en_US
dc.contributor.authorSaleh, Lange Yakubu
dc.contributor.authorAltıntaş, Bahadır
dc.contributor.authorFiliciotto, Layla
dc.contributor.authorZorlu, Yunus
dc.contributor.authorLuque, Rafael
dc.contributor.authorÜlger, Mahmut
dc.date.accessioned2023-10-06T12:14:57Z
dc.date.available2023-10-06T12:14:57Z
dc.date.issued2023en_US
dc.departmentBAİBÜ, Lisansüstü Eğitim Enstitüsü, Fen Bilimleri, Kimya Ana Bilim Dalıen_US
dc.descriptionThe authors thank Tubitak 2219 program and BAIBU BAP Project No: 2018.03.03.1311 and we also gratefully acknowledge support from Cukurova University.en_US
dc.description.abstractThe reaction of hydrazonyl chlorides with 2,3-dichloro-1,4-naphthoquinone yielded pharmaceutically important spiro-naphthalene-1,2'-[1,3,4]oxadiazol-4-ones under batch and flow synthesis methods. The regioselective cycloaddition protocol operates under mild conditions, tolerates a wide range of structural moieties and delivers versatile spiro-oxadiazole motif with high efficiency. The obtained products were elucidated by IR, 1H NMR, 13C NMR, HRMS and compound 6h was characterized by single crystal X-ray diffraction technique. The synthesized molecules have been subjected to theoretical analysis by quantum chemical calculations at DFT/B3LYP/def2-TVZP level, which provided supporting data for the experi-mental findings. In addition, a concise biological evaluation of some selected novel spirocyclic molecules is reported.(c) 2022 Elsevier Ltd. All rights reserved.en_US
dc.description.sponsorshipTubitak [2219, 2018.03.03.1311]; Cukurova Universityen_US
dc.identifier.citationSaleh, L. Y., Altıntaş, B., Filiciotto, L., Zorlu, Y., Luque, R., Ülger, M., ... & Altug, C. (2023). Structural assessment of novel spiro-naphthalene-1.2'-[1, 3, 4] oxadiazol-4-ones prepared under batch and flow chemistry with a concise antifungal and anti (myco) bacterial activity. Tetrahedron, 131, 133231.en_US
dc.identifier.doi10.1016/j.tet.2022.133231
dc.identifier.endpage9en_US
dc.identifier.issn0040-4020
dc.identifier.issn1464-5416
dc.identifier.scopus2-s2.0-85146077205en_US
dc.identifier.scopusqualityQ2en_US
dc.identifier.startpage1en_US
dc.identifier.urihttp://dx.doi.org/10.1016/j.tet.2022.133231
dc.identifier.urihttps://hdl.handle.net/20.500.12491/11781
dc.identifier.volume131en_US
dc.identifier.wosWOS:000964746200001en_US
dc.identifier.wosqualityQ2en_US
dc.indekslendigikaynakWeb of Scienceen_US
dc.indekslendigikaynakScopusen_US
dc.institutionauthorSaleh, Lange Yakubu
dc.institutionauthorAltıntaş, Bahadır
dc.language.isoenen_US
dc.publisherPergamon-Elsevier Science Ltden_US
dc.relation.ispartofTetrahedronen_US
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - İdari Personel ve Öğrencien_US
dc.relation.tubitak[2219, 2018.03.03.1311]
dc.rightsinfo:eu-repo/semantics/closedAccessen_US
dc.subjectFlow Chemistryen_US
dc.subjectCycloaddition Reactionen_US
dc.subject1; 3; 4-Oxadiazoleen_US
dc.subjectDFTen_US
dc.subjectX-Ray Diffractionen_US
dc.subjectAnti(Myco)Bacterialen_US
dc.titleStructural assessment of novel spiro-naphthalene-1.2'- [1,3,4] oxadiazol-4-ones prepared under batch and flow chemistry with a concise antifungal and anti(myco)bacterial activityen_US
dc.typeArticleen_US

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