128388-62-5

Upstream product

• 128388-61-4 4-(4',5'-dihydro-4',4'-dimethyl-Δ²-oxazolin-2-yl)-5-n-pentyl-3-phenylisoxazole 
• 1076-59-1 3-phenyl-4H-isoxazol-5-one 
• 93599-37-2 4-(4',5'-dihydro-4',4'-dimethyl-Δ²-oxazolin-2-yl)-5-methyl-3-phenylisoxazole 

Downstream Products

• 128388-60-3 2,6-Dimethyl-4-(5-pentyl-3-phenyl-isoxazol-4-yl)-1,4-dihydro-pyridine-3,5-dicarboxylic acid diethyl ester 

Relevant academic research and scientific papers

4-Isoxazolyl-1,4-dihydropyridines: biological, theoretical, and structural studies

Biological activity was determined for a series of seven isoxazolyldihydropyridines (IDHPs). The highest biological activity was observed for 5-alkyl-3-phenyl-IDHP (1), for which the O-endo conformation at the ring juncture between the heterocyclic rings

Non-Decarboxylative Ruthenium-Catalyzed Rearrangement of 4-Alkylidene-isoxazol-5-ones to Pyrazole- and Isoxazole-4-carboxylic Acids

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.