Saleh, Lange YakubuAltıntaş, BahadırFiliciotto, LaylaZorlu, YunusLuque, RafaelÜlger, Mahmut2023-10-062023-10-062023Saleh, 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, 133231.0040-40201464-5416http://dx.doi.org/10.1016/j.tet.2022.133231https://hdl.handle.net/20.500.12491/11781The authors thank Tubitak 2219 program and BAIBU BAP Project No: 2018.03.03.1311 and we also gratefully acknowledge support from Cukurova University.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 experi-mental findings. In addition, a concise biological evaluation of some selected novel spirocyclic molecules is reported.(c) 2022 Elsevier Ltd. All rights reserved.eninfo:eu-repo/semantics/closedAccessFlow ChemistryCycloaddition Reaction1; 3; 4-OxadiazoleDFTX-Ray DiffractionAnti(Myco)BacterialArticle10.1016/j.tet.2022.133231131192-s2.0-85146077205Q2WOS:000964746200001Q2