110449-33-7Relevant academic research and scientific papers
A suitable 1,2,4-oxadiazoles synthesis by microwave irradiation
Santagada, Vincenzo,Frecentese, Francesco,Perissutti, Elisa,Cirillo, Donatella,Terracciano, Sara,Caliendo, Giuseppe
, p. 4491 - 4493 (2004)
A novel and convenient microwave-assisted synthesis of 1,2,4-oxadiazoles is described. Conventional heating and microwave irradiation of the reactions are compared. Moreover, the importance of some coupling reagents was evaluated. One pot microwave-assisted synthesis of substituted 1,2,4-oxadiazoles in solvent and under solvent free condition was performed exploring the importance of some coupling reagents. Good yields and short reaction times were the main aspects of the methods.
An improved oxadiazole synthesis using peptide coupling reagents
Liang, Gui-Bai,Feng, Danqing D.
, p. 6627 - 6630 (1996)
Substituted 1,2,4-oxadiazoles were synthesized in good yields in a one pot procedure by condensation of the corresponding amidoxime with carboxylic acids in the presence of a peptide coupling reagent in diglyme, followed by heating the reaction mixture to 100°C for several hours.
One-pot synthesis of 1,2,4-oxadiazoles from carboxylic acids using 4-(dimethylamino)pyridinium acetate as efficient, regenerable, and green catalyst with ionic liquid character
Nowrouzi, Najmeh,Khalili, Dariush,Irajzadeh, Maryam
, p. 801 - 806 (2015/03/18)
A recyclable bifunctional acid-base organocatalyst with ionic liquid character has been prepared and its catalytic activity for the preparation of oxadiazoles has been investigated.
Highly efficient one-pot preparation of 1,2,4-oxadiazoles in the presence of diazabicycloundecene
Lukin, Kirill,Kishore, Vimal
, p. 256 - 261 (2014/02/14)
New highly efficient method for the cyclization of acylamidoximes in the presence of diazabicycloundecene was developed and incorporated into a general and practical one-pot synthesis of 1,2,4-oxadiazoles (11 examples, 85-97% yields).
CYCLIZATION OF C- AND O-ACYL DERIVATIVES OF p-TOLUAMIDE O-ACETOACETYLOXIME
Kawashima, Etsuko,Ando, Yuko,Tabei, Katsumi,Miyamae, Hiroshi
, p. 1015 - 1028 (2007/10/02)
Reaction of p-toluamide O-acetoacetyloxime (1) with acyl chloride (2) in the presence of basic catalyst gave the corresponding O- and C-acyl derivatives (3 and 4).Cyclization of 3 afforded 5-(2-acyloxypropenyl)-3-(p-tolyl)-1,2,4-oxadiazole derivatives (6)
CYCLIZATION AND ACID-CATALYZED HYDROLYSIS OF O-BENZOYLBENZAMIDOXIMES
Grambal, Frantisek,Lasovsky, Jan
, p. 2786 - 2797 (2007/10/02)
Kinetics of formation of 1,2,4-oxadiazoles from 24 substitution derivatives of O-benzoylbenzamidoxime have been studied in sulphuric acid and aqueous ethanol media.It has been found that this medium requires introduction of the Hammett H0 function instead of the pH scale beginning as low as from 0.1percent solutions of mineral acids.Effects of the acid concentration, ionic strength, and temperature on the reaction rate and on the kinetic isotope effect have been followed.From these dependences and from polar effects of substituents it was concluded that along with the cyclization to 1,2,4-oxadiazoles there proceeds hydrolysis to benzamidoxime and benzoic acid.The reaction is thermodynamically controlled by the acid-base equilibrium of the O-benzylated benzamidoximes.
