The first one-pot ambient-temperature synthesis of 1,2,4-oxadiazoles from amidoximes and carboxylic acid esters

The first one-pot room-temperature protocol for the synthesis of 3,5-disubstituted-1,2,4-oxadiazoles via the condensation between amidoximes and carboxylic acid esters in superbase medium MOH/DMSO is reported. A broad spectrum of alkyl, aryl and hetaryl amidoximes and esters was examined. This reaction route provides convenient access to 1,2,4-oxadiazoles, which is highly desirable because in the light of this privileged scaffold is recognized as an important core in the design of novel therapeutic agents and high-tech materials. © 2017 Elsevier Ltd

Authors
Baykov S.1 , Sharonova T.1 , Shetnev A. 2 , Rozhkov S.1 , Kalinin S.3 , Smirnov A.V.1
Journal
Number of issue
7
Language
English
Pages
945-951
Status
Published
Volume
73
Year
2017
Organizations
  • 1 Pharmaceutical Technology Transfer Center, Ushinsky Yaroslavl State Pedagogical University, 108 Respublikanskaya St., Yaroslavl, 150000, Russian Federation
  • 2 Organic Chemistry Department, Faculty of Science, RUDN University, 6 Miklukho-Maklaya St., Moscow, 117198, Russian Federation
  • 3 Institute of Chemistry, Saint Petersburg State University, 26 Universitetskii Prospect, Peterhof, 198504, Russian Federation
Keywords
1,2,4-Oxadiazole; Ambient temperature; Amidoximes; Esters; Superbase medium
Date of creation
19.10.2018
Date of change
19.10.2018
Short link
https://repository.rudn.ru/en/records/article/record/6238/
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