Abstract
1-Phenyl-3-methyl-4-ylidene-5-pyrazolones ( 1a-c ) produce the respective 1:1 phosphonate adducts ( 4a-i ) upon reaction with the appropriate dialkyl phosphites ( 2a-c ). The reaction of 1a-c with trialkyl phosphites ( 3a-c ) proceeds only in presence of water, also to give phosphonates 4a-c almost exclusively. Hexamethylphosphorus triamide ( 3d ) was successfully utilized to introduce the bis(dimethylamino)-phosphoryl function in the f , g -unsaturated carbonyl moiety in 1a-c , producing phosphoramidates 15a-c . Possible reaction mechanisms were discussed. Compatible elemental and spectroscopic results were recorded for the new products.
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