Ultrasound-promoted synthesis of 3-trichloromethyl-5-alkyl(aryl)-1,2,4-oxadiazoles

Lizandra C Bretanha; Vinicius E Teixeira; Marina Ritter; Geonir M Siqueira; Wilson Cunico; Claudio M P Pereira; Rogério A Freitag

doi:10.1016/j.ultsonch.2010.09.016

Ultrasound-promoted synthesis of 3-trichloromethyl-5-alkyl(aryl)-1,2,4-oxadiazoles

Ultrason Sonochem. 2011 May;18(3):704-7. doi: 10.1016/j.ultsonch.2010.09.016. Epub 2010 Oct 14.

Authors

Lizandra C Bretanha¹, Vinicius E Teixeira, Marina Ritter, Geonir M Siqueira, Wilson Cunico, Claudio M P Pereira, Rogério A Freitag

Affiliation

¹ NuQuiA-Núcleo de Química Aplicada, Departamento de Química Orgânica, Universidade Federal de Pelotas, Brazil.

PMID: 21115383
DOI: 10.1016/j.ultsonch.2010.09.016

Abstract

The alternative synthesis of 12 1,2,4-oxadiazoles using ultrasound irradiation from trichloroacetoamidoxime and acyl chlorides is reported. Seven of them are novel compounds. The 3-trichloromethyl-5alkyl(aryl)-1,2,4-oxadiazoles have been synthesised in better yields and shorter reaction times compared to the conventional method. This protocol can be applicable for preparation of 1,2,4-oxadiazoles containing aryl or alkyl groups attached at their C-5 side-chain.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Kinetics
Oxadiazoles / chemical synthesis*
Oxadiazoles / chemistry*
Ultrasonics*

Substances

Oxadiazoles