95514-24-2Relevant articles and documents
Non-Decarboxylative Ruthenium-Catalyzed Rearrangement of 4-Alkylidene-isoxazol-5-ones to Pyrazole- and Isoxazole-4-carboxylic Acids
Loro, Camilla,Molteni, Letizia,Papis, Marta,Lo Presti, Leonardo,Foschi, Francesca,Beccalli, Egle M.,Broggini, Gianluigi
, p. 3092 - 3096 (2022/05/02)
Treatment of 4-(2-hydroaminoalkylidenyl)- and 4-(2-hydroxyalkylidenyl)-substituted isoxazol-5(4H)-ones with catalytic amounts of [RuCl2(p-cymene)]2, without any additive, afforded pyrazole- and isoxazole-4-carboxylic acids, respectively. The presence of an intramolecular H-bond in these substrates was the key to divert the classical mechanism toward a ring-opening non-decarboxylative path that is expected to generate a vinyl Ru-nitrenoid intermediate, the cyclization of which affords the rearranged products. A gram scale protocol demonstrated the synthetic applicability of this transformation.
Reaction of 3-phenylisoxazole with alkyllithiums
Di Nunno, Leonardo,Scilimati, Antonio,Vitale, Paola
, p. 2623 - 2630 (2007/10/03)
Alkyllithiums react with 3-phenylisoxazole giving C5-H abstraction followed either mainly by ring fragmentation to benzonitrile and ethynolate ion (in the case of t-BuLi) or (less hindered alkyllithiums: n-BuLi, EtLi, MeLi) also by formation of
Studies on the catalytic hydrogenation of Baylis-Hillman derivatives of substituted isoxazolecarbaldehydes. Unusual retention of isoxazole ring during Pd-C-promoted hydrogenation of Baylis-Hillman adducts
Saxena,Singh,Batra
, p. 10311 - 10320 (2007/10/03)
Results of the catalytic hydrogenation of Baylis-Hillman adducts obtained from substituted 3-, 4- and 5-isoxazolecarbox-aldehydes and their corresponding acetates in the presence of Raney-Ni and Pd-C are presented. The hydrogenation of Baylis-Hillman addu