ONE-POT SYNTHESIS OF 3,5-DISUBSTITUTED 1,2,4-OXADIAZOLES CONTAINING AN ALKENYL MOIETY

Authors

  • Bepa В. Сиднева Yaroslavl State Technical University, 88 Moskovsky Ave., Yaroslavl 150023, Russia
  • Марина В. Тарасенко M. V. Dorogov Pharmaceutical Technology Transfer Center, Yaroslavl State Pedagogical University named after K. D. Ushinsky, 108 Respublikanskaya St., Yaroslavl 150000, Russia
  • Евгений Р. Кофанов Yaroslavl State Technical University, 88 Moskovsky Ave., Yaroslavl 150023, Russia

DOI:

https://doi.org/10.1007/6539

Keywords:

alkenyl aromatic carboxylic acids, 5-alkenyl-1, 2, 4-oxadiazoles, amidoximes, 3, 5-disubstituted 1, O-acylation, cyclodehydration, one-pot synthesis.

Abstract

A one-pot method was developed for the preparation of 3,5-disubstituted 1,2,4-oxadiazoles containing an alkenyl fragment, which entails the preparation of O-acylamidoximes and their subsequent cyclization using N,N'-dimethylacetamide as a solvent. The proposed method allows to significantly reduce the overall synthesis time by carrying out all steps sequentially in a single reactor, avoiding the step of isolation of the intermediate O-acylamidoxime, leading to the production of 5-alkenyl-1,2,4-oxadiazoles in high yields.

 

Author Biographies

Bepa В. Сиднева, Yaroslavl State Technical University, 88 Moskovsky Ave., Yaroslavl 150023, Russia

Кафедра "Органическая и аналитическая химия", аспирант

Марина В. Тарасенко, M. V. Dorogov Pharmaceutical Technology Transfer Center, Yaroslavl State Pedagogical University named after K. D. Ushinsky, 108 Respublikanskaya St., Yaroslavl 150000, Russia

Кандидат химических наук, старший научный сотрудник

Евгений Р. Кофанов, Yaroslavl State Technical University, 88 Moskovsky Ave., Yaroslavl 150023, Russia

Кафедра "Органическая и аналитическая химия", доктор химических наук, профессор

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Published

2022-07-21

Issue

Vol. 58 No. 6/7 (2022)

Section

Short Communications