Arylnitrile oxide (1) and 1H-1,2-benzodiazepine(2) undergo 1,3-cycloaddition reactions to give derivatives of 1,2,4-oxadiazole (3) and isoxazole (4). Aithough usually stable, the nitrile oxide partly dimerizes giving a 1,2,4-oxadiazole (7). Secondary products were also identified: for one of the (6) the structure was unambiguously determined by X-ray diffraction. Overall kinetics and product distribution were measured at 40-70°C, in mixtures of 1,1,2,2-tetrachloroethane and DMF: a set of parallel reactions was evidenced.
1,3-cycloaddition of benzonitrile oxides to diazepines. III. 1H-1,2-benzodiazepine
CARNASCIALI, MARIA;
1996-01-01
Abstract
Arylnitrile oxide (1) and 1H-1,2-benzodiazepine(2) undergo 1,3-cycloaddition reactions to give derivatives of 1,2,4-oxadiazole (3) and isoxazole (4). Aithough usually stable, the nitrile oxide partly dimerizes giving a 1,2,4-oxadiazole (7). Secondary products were also identified: for one of the (6) the structure was unambiguously determined by X-ray diffraction. Overall kinetics and product distribution were measured at 40-70°C, in mixtures of 1,1,2,2-tetrachloroethane and DMF: a set of parallel reactions was evidenced.
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