6533b7dcfe1ef96bd1272bb8

RESEARCH PRODUCT

Study on the synthesis of novel 5-substituted 2-[2-(pyridyl)ethenyl]-1,3,4-oxadiazoles and their acid–base interactions

Agnieszka KudelkoKarolina JasiakKrzysztof Ejsmont

subject

chemistry.chemical_classificationOriginal PaperChemistry(all)Base (chemistry)Basicity3-(Pyridyl)acrylohydrazidesHeterocyclesGeneral ChemistryCyclizationsMedicinal chemistryCombinatorial chemistrypKA Ionization constantschemistry.chemical_compoundAcetic acidchemistryPyridine134-Oxadiazoles

description

Abstract A series of novel 5-substituted 2-[2-(pyridyl)ethenyl]-1,3,4-oxadiazoles were efficiently synthesized by cyclocondensation of the appropriate 3-(pyridyl)acrylohydrazides with triethyl orthoesters in the presence of glacial acetic acid. The products were identified by means of spectroscopic methods and their pKA ionization constants were determined. The influence of substituents on the basicity of the pyridine system has been discussed. Graphical Abstract

https://doi.org/10.1007/s00706-014-1355-x