| Abstract: | Reactions of 4-arylidene-3-methyl-5(4H)-isoxazolones with nucleophiles lead to 4-substituted-benzyl-3-methyl-5(2H)-isoxazolones. Formation of 5(4H)- and 5(2H)-isoxazolone derivatives have been observed when 4-substituted-arylidene-3-rriethyl-5(4H)-isoxazolones are reacted with methyl magnesium iodide. Oxidation of 4-substituted-benzyl-3-methyl-5(2H)-isoxazolones with manganic acetate and pyridinium chlorochromate, gives 4,4′-bis[4-substituted-benzyl-3-methyl-5(4H)-isoxazolone]. Oxidation of 4-substituted-benzyl-3-methyl-5(2H)-isoxazolones with metachloroperbenzoic acid gives 4-hydroxy-4-substituted-benzyl-3-methyl-5(4H)-isoxazolones and reactions of the same substrates with N-bromosuccinimide furnish 4-bromo-4-substitutedbenzyl-3-methyl-5(4H)isoxazolones. |
