Refereed journal article or data article (A1)

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

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

PublisherElsevier Ltd

Publication year2023


Journal name in sourceTetrahedron

Volume number131





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 2023-23-03 at 11:21