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
Yükleniyor...
Dosyalar
Tarih
2023
Dergi Başlığı
Dergi ISSN
Cilt Başlığı
Yayıncı
Pergamon-Elsevier Science Ltd
Erişim Hakkı
info:eu-repo/semantics/closedAccess
Özet
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.
Açıklama
The authors thank Tubitak 2219 program and BAIBU BAP Project No: 2018.03.03.1311 and we also gratefully acknowledge support from Cukurova University.
Anahtar Kelimeler
Flow Chemistry, Cycloaddition Reaction, 1; 3; 4-Oxadiazole, DFT, X-Ray Diffraction, Anti(Myco)Bacterial
Kaynak
Tetrahedron
WoS Q Değeri
Q2
Scopus Q Değeri
Q2
Cilt
131
Sayı
Künye
Saleh, 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.
