Ultrasound-assisted synthesis of 2-amino-1,3,4-oxadiazoles through NBS-mediated oxidative cyclization of semicarbazones
- 7 June 2017
- journal article
- research article
- Published by Taylor & Francis in Synthetic Communications
- Vol. 47 (14) , 1319-1325
Abstract
A ultrasound-assisted oxidative cyclization of semicarbazones using N-bromosuccinimide in the presence of sodium acetate was established providing efficient and rapid access to a variety of 2-amino-1,3,4-oxadiazoles. Moreover, the new synthetic protocol provides a simple procedure utilizing a safer oxidizing system that affords the target products in high regioselectivity, satisfactory yields, and elevated purities. GRAPHICAL ABSTRACTKeywords
Funding Information
- National Institute of Science and Technology on Tuberculosis (INCT-TB) (CNPq/CAPES/MCTI)
This publication has 31 references indexed in Scilit:
- Recent developments on ultrasound-assisted one-pot multicomponent synthesis of biologically relevant heterocyclesUltrasonics Sonochemistry, 2017
- Design, synthesis and biological evaluation of 1,3,4-oxadiazoles as promising anti-inflammatory agentsMedicinal Chemistry Research, 2016
- An efficient one-pot catalyzed synthesis of 2,5-disubstituted-1,3,4-oxadiazoles and evaluation of their antimicrobial activitiesRSC Advances, 2016
- Synthesis and biological evaluation of 1,3,4-oxadiazole bearing dihydropyrimidines as potential antitubercular agentsMedicinal Chemistry Research, 2015
- 1,3,4-Oxadiazole Derivatives as Potential Biological AgentsMini-Reviews in Medicinal Chemistry, 2013
- Synthetic Approaches and Pharmacological Activity of 1,3,4-Oxadiazoles: A Review of the Literature from 2000–2012Molecules, 2012
- Synthesis, molecular modeling and preliminary biological evaluation of a set of 3-acetyl-2,5-disubstituted-2,3-dihydro-1,3,4-oxadiazole as potential antibacterial, anti-Trypanosoma cruzi and antifungal agentsBioorganic & Medicinal Chemistry, 2011
- A possible correlation between the correction of endothelial dysfunction and normalization of high blood pressure levels by 1,3,4-oxadiazole derivative, an L-type Ca2+ channel blocker in deoxycorticosterone acetate and NG-nitro-l-arginine hypertensive ratsChemico-Biological Interactions, 2010
- Solvent-Free Heterocyclic SynthesisChemical Reviews, 2009
- Anticonvulsant and sedative-hypnotic activity of some novel 3-[5-(4-substituted) phenyl-1,3,4-oxadiazole-2yl]-2-styrylquinazoline-4(3H)-onesMedicinal Chemistry Research, 2009