331989-76-5Relevant articles and documents
Direct synthesis of 3,5-diaryl-1,2,4-oxadiazoles using 1-(2-oxo-2-arylethyl)pyridin-1-iums with benzamidines
Zhang, Yue,Wu, Chengjun,Wan, Xinyi,Wang, Cunde
, p. 2287 - 2297 (2021/08/30)
An efficient domino protocol for the synthesis of 1,2,4-oxadiazole derivatives from readily available 1-(2-oxo-2-arylethyl)pyridin-1-iums and amidine hydrochlorides was developed. In this practical approach, N-acyl amidine precursors were formed firstly via a simple nucleophilic substitution, without the purification of N-acylamidine intermediates, and the following intramolecularly dehydrative cyclization gave 1,2,4-oxadiazole derivatives in the presence of I2/K2CO3/DMSO, which exhibited excellent functional group tolerance and proceeded under simple experimental conditions.
Development of novel β-amyloid probes based on 3,5-diphenyl-1,2,4-oxadiazole
Ono, Masahiro,Haratake, Mamoru,Saji, Hideo,Nakayama, Morio
, p. 6867 - 6872 (2008/12/22)
In the search for novel probes for the imaging in vivo of β-amyloid plaques in Alzheimer's disease (AD) brain, we have synthesized and evaluated a series of 3,5-diphenyl-1,2,4-oxadiazole (DPOD) derivatives. The affinity for β-amyloid plaques was assessed
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.