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

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...

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Detalles Bibliográficos
Autores principales: Kudelko, Agnieszka, Jasiak, Karolina, Ejsmont, Krzysztof
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Springer Vienna 2014
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4495023/
https://www.ncbi.nlm.nih.gov/pubmed/26166897
http://dx.doi.org/10.1007/s00706-014-1355-x
Descripción
Sumario: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 pK (A) ionization constants were determined. The influence of substituents on the basicity of the pyridine system has been discussed. GRAPHICAL ABSTRACT: [Image: see text] [Image: see text]