13053-85-5Relevant articles and documents
Experimental and DFT studies on competitive heterocyclic rearrangements. 3. A cascade isoxazole-1,2,4-oxadiazole-oxazole rearrangement
Pace, Andrea,Pierro, Paola,Buscemi, Silvestre,Vivona, Nicolò,Barone, Giampaolo
experimental part, p. 351 - 358 (2009/04/11)
(Figure Presented) The thermal rearrangements of 3-acylamino-5- methylisoxazoles 1 have been investigated under basic and neutral conditions and interpreted with the support of computational data. The density functional theory (DFT) study on the competitive routes available for the base-catalyzed thermal rearrangement of isoxazoles 1 showed that the Boulton-Katritzky (BK) rearrangement, producing the less stable 3-acetonyl-1,2,4-oxadiazoles 5, is a much more favored process than either the migration-nucleophilic attack-cyclization (MNAC) or the ring contraction-ring expansion (RCRE). In turn, an increase in reaction temperature will promote the MNAC of oxadiazoles 5, producing the more stable 2-acylaminooxazoles 8. The thermal rearrangement of 3-acylaminoisoxazoles 1 into oxazoles 8 can therefore be interpreted in terms of a cascade BK-MNAC rearrangement involving 3-acetonyl-1,2,4-oxadiazoles 5 as ancillary intermediates.
Synthesis of 1-(5-methylisoxazole-3-yl)-5-aryl-tetrazoles and its pyrolysis
Vasu, Kamala K.,Reddy, K. Kondal
, p. 2847 - 2857 (2007/10/03)
3-Aroylamino-5-methylisoxazoles (2) were obtained by the reaction of 3- amino-5-methylisoxazole (1) with different aroyl chlorides. These amides on reaction with phosphorous pentachloride followed by sodium azide yielded 1- (5-methylisoxazole-3-yl)-5-aryl
Synthesis of Isoxazolyltetrazoles
Prameela, B.,Rajanarendar, E.,Rao, C. Janakirama,Murthy, A. Krishna
, p. 1209 - 1213 (2007/10/02)
Isoxazolyltetrazoles 6 and 9 have been synthesized by the reaction of 4-aroylamino- and 3-aroylaminoisoxazoles (4 and 8) with phosphorus pentachloride and azidolysis of the resulting imidoyl chlorides, respectively.The structures of these tetrazoles have
