A1 Vertaisarvioitu alkuperäisartikkeli tieteellisessä lehdessä

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




TekijätSaleh Lange Yakubu, Altıntaş Bahadır, Filiciotto Layla, Zorlu Yunus, Luque Rafael, Ülger Mahmut, Döndaş H. Ali, Altug Cevher

KustantajaElsevier Ltd

Julkaisuvuosi2023

Lehti:Tetrahedron

Tietokannassa oleva lehden nimiTetrahedron

Artikkelin numero133231

Vuosikerta131

eISSN1464-5416

DOIhttps://doi.org/10.1016/j.tet.2022.133231

Verkko-osoitehttps://doi.org/10.1016/j.tet.2022.133231


Tiivistelmä

The 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 experimental findings. In addition, a concise biological evaluation of some selected novel spirocyclic molecules is reported.



Last updated on 2025-27-03 at 21:46