58599-06-7Relevant articles and documents
Facile synthesis of 3-amino-5-aryl-1,2,4-oxadiazoles: Via PIDA-mediated intramolecular oxidative cyclization
Lu, Kuan,Duan, Liancheng,Xu, Boxuan,Yin, Weile,Wu, Di,Zhao, Yanfang,Gong, Ping
, p. 54277 - 54280 (2016/07/06)
A mild and efficient method for the synthesis of 3-amino-5-aryl-1,2,4-oxadiazole by intramolecular cyclization using PhI(OAc)2 (PIDA) as an oxidant is developed. Various 3-amino-5-aryl-1,2,4-oxadiazoles are prepared in moderate to good yields,
(3+2) annulation of amidinothioureas with binucleophile: Synthesis and antimicrobial activity of 3-phenylamino-5-aryl/alkyl-1,2, 4-oxadiazole derivatives
Yerande, Swapnil G.,Ghaisas, Amruta B.,Newase, Kiran M.,Wang, Wei,Wang, Kan,D?mling, Alexander
, p. 1752 - 1756 (2015/01/09)
Herein, we report an efficient method for preparation of 3-phenylamino-5-aryl/alkyl-1,2,4-oxadiazole by (3+2) annulation of amidinothioureas with binucleophilic hydroxylamine hydrochloride in the presence of mercury (II) chloride. Desired 3-phenylamino-5-aryl/alkyl-1,2,4-oxadiazole was prepared in good to moderate yields. On the basis of the literature precedence, the mechanism for the formation of 3-phenylamino- 5-aryl/alkyl-1,2,4-oxadiazole is proposed. The synthesized compounds were tested for their antimicrobial activity and showed promising inhibition of Gram-positive bacteria (Staphylococcus aureus) and fungi (Candida albicans).
A diversified assembly of 1,2,4-oxadiazol-3-amines: Metallic thiophile catalyzed chemoselective one-pot reaction of aryl isothiocyanates, amidines/guanidines, and hydroxylamine
Jalani, Hitesh B.,Sudarsanam, V.,Vasu, Kamala K.
, p. 3378 - 3386,9 (2012/12/12)
An efficient one-pot synthesis of 1,2,4-oxadiazol-3-amines from simple starting materials, isothiocyanates, amidines/guanidines, and hydroxylamine, is described. The reaction is facilitated by metallic-thiophile-assisted desulfurization of in situ formed amidino- or guanidinothiourea to give chemoselectively N-hydroxyguanidine intermediates that give exclusively various 1,2,4-oxadiazol-3-amines in good to excellent yields. The reaction mechanistic pathway may proceed through an intramolecular 5-exo-trig cyclization.
Facile synthesis of 3-aryl/alkylamino 5-aryl/alkyl 1,2,4-oxadiazoles from acylthiourea
Chennakrishnareddy, Gundala,Debasis, Hazra,Jayan, Rapai,Manjunatha, Sulur G.
experimental part, p. 6170 - 6173 (2011/11/30)
Facile and selective synthesis of 3-aryl/alkylamino 5-aryl/alkyl 1,2,4-oxadiazoles starting from N-acylthioureas has been demonstrated. The regio-selectivity is achieved by simply selecting an appropriate base used for the generation of hydroxyl amine fro
