292605-23-3Relevant academic research and scientific papers
Revisiting the addition of nitriloxides on protoanemonin. A new access to (2E)-3-(3'-arylisoxazol-5'-yl)propenoic acids
Roussel, Christophe,Fihi, Rachid,Ciamala, Kabula,Audebert, Pierre,Vebrel, Joel
, p. 471 - 476 (2007/10/03)
Some 4-substituted arylnitriloxides undergo 1,3-dipolar cycloadditions with 5-methylene(5H)furan-2-one (protoanemonin) with formation of spiroisoxazolines. These spiroadducts can be opened to the corresponding (2E)3-(3'-arylisoxazol-5'-yl)propenoic acids 5 and 3-aryl-5[4'-(3'-aryl- 4',5'-dihydroisoxazolinyl)]isoxazole 6 by various ways, including acidic and basic treatments, as well as electrooxidation. In the latter case, the electron transfer occurs on the 4,5-dihydroisoxazolic ring and is followed by an internal dissociative electron transfer leading to the opened products.
REACTION DES METHYLENE γ-BUTYROLACTONES AVEC LES ARYLNITRILOXYDES. EVOLUTION INATTENDUE DU BIS ADDUIT ISSU DE LA 5-METHYLENE(5H)FURAN-2-ONE
Fihi, Rachid,Ciamala, Kabula,Vebrel, Joel,Rodier, Noel
, p. 55 - 62 (2007/10/02)
In explorations of synthesis and chemistry of spiroheterocycles, we found that reaction of aromatic nitrile oxydes with methylene γ-butyrolactones (at room temperature) produced spiroheterocycles 4,5 and 6.When cycloadditions were carried out in refluxing
