Synthesis and synthetic application of alpha-formylvinylphosphonates. Facile synthesis of phosphono-substituted heterocyclic compounds

The beta-ethoxy-alpha-phosphonovinyl anion, generated from beta-(ethoxy)vin ylphosphonate 1 and LDA, reacted with aldehydes and ketones or phenyl isocy anate to give the corresponding allylic alcohols 2a-m or 1,3-diphenyl-5-pho sphonouracil 4 in good or moderate yields. Treatment of the alcohols 2a-d,g ,h,j with trifluoroacetic acid led to alpha-formylvinylphosphonates 5a-d,g, h,j in excellent yields. Synthetic application of the alpha-formylvinylphos phonates 5a-d,g,h to phosphono-substituted heterocyclic compounds was studi ed.