Functionalization of the Unsaturated Organophosphorous Compounds. Study of Reaction of Dialkylaminoethynephosphonates with Malonic Acid Derivatives and Benzenesulfonylacetonitrile

摘要

Reactions of some CH-acids with dimethyl dialkylaminoethynephosphonates were studied aiming to develop methods of syntheses of the functionalized organophosphorus compounds. Reactions with malonodinitrile, ethyl cyanoacetate, and benzenesulfonylacetonitrile were shown to proceed effectively in anhydrous acetonitrile in the presence of catalytic amounts of potassium carbonate to form products of CH-acids addition at the triple bond followed by prototropic isomerization to give the corresponding β-dialkyl-amino-β-phosphonomethyl-α-substituted acrylonitriles. In reaction with malonic acid aminoethynephos-phonates are hydrolyzed to form phosphonoacetic acid dialkylamides as main products.