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

Авторы
Baykov S. 1 , Sharonova T. 1 , Shetnev A. 2 , Rozhkov S. 1 , Kalinin S. 3 , Smirnov A.V. 1
Номер выпуска
7
Язык
English
Страницы
945-951
Статус
Published
Том
73
Год
2017
Организации
  • 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
Ключевые слова
1,2,4-Oxadiazole; Ambient temperature; Amidoximes; Esters; Superbase medium
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