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Literature DB >> 21115383

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

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

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.

Entities: Chemical Gene

Mesh：

Substances：
Oxadiazoles

Year: 2010 PMID： 21115383 DOI： 10.1016/j.ultsonch.2010.09.016

Source DB: PubMed Journal: Ultrason Sonochem ISSN： 1350-4177 Impact factor: 7.491

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Cited

6 in total

1. A facile, regioselective synthesis of novel 3-(N-phenylcarboxamide)pyrazolo[1,5-a]pyrimidine analogs in the presence of KHSO4 in aqueous media assisted by ultrasound and their antibacterial activities.

Authors: Shunan Kaping; Ivee Boiss; Laishram Indira Singha; Philippe Helissey; Jai N Vishwakarma
Journal: Mol Divers Date: 2015-10-28 Impact factor: 2.943

5. Ultrasonically Assisted N-Cyanoacylation and Synthesis of Alkyl(4-(3-cyano-4,6-dimethyl-2-oxopyridin-1(2H)-yl)benzoyl)amino Acid Ester Derivatives.

Authors: Zainab Almarhoon; Hessa H Al Rasheed; Ayman El-Faham
Journal: ACS Omega Date: 2020-11-19

6. Ultrasonic irradiation assisted efficient regioselective synthesis of CF3-containing pyrazoles catalyzed by Cu(OTf)2/Et3N.

Authors: Abdullah S Al-Bogami; Tamer S Saleh; Hassan M Albishri
Journal: Chem Cent J Date: 2013-06-13 Impact factor: 4.215

6 in total

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

1. A facile, regioselective synthesis of novel 3-(N-phenylcarboxamide)pyrazolo[1,5-a]pyrimidine analogs in the presence of KHSO4 in aqueous media assisted by ultrasound and their antibacterial activities.

2. Ultrasound-assisted reaction of 1,4-naphthoquinone with anilines through an EDA complex.

Review 3. Sonochemical Protocols for Heterocyclic Synthesis: A Representative Review.

4. An Efficient Synthesis of Novel Bioactive Thiazolyl-Phthalazinediones under Ultrasound Irradiation.

5. Ultrasonically Assisted N-Cyanoacylation and Synthesis of Alkyl(4-(3-cyano-4,6-dimethyl-2-oxopyridin-1(2H)-yl)benzoyl)amino Acid Ester Derivatives.

6. Ultrasonic irradiation assisted efficient regioselective synthesis of CF3-containing pyrazoles catalyzed by Cu(OTf)2/Et3N.