Knoevenagel Reaction of Diethylphosphonoacetic Acid: A Facile Route to Diethyl (E)-2-Arylvinylphosphonates

Abstract

Knoevenagel reaction of aromatic aldehydes or α-substituted aliphatic aldehydes with diethylphosphonoacetic acid leads to the formation of 3-substituted-2-(diethoxyphosphoryl)acrylic acids. Decarboxylation of the resulting (E)-3-aryl-2-(diethoxyphosphoryl)acrylic acids afforded diethyl (E)-2-arylvinylphosphonates. Direct synthesis of diethyl vinylphosphonates from some aromatic aldehydes and formaldehyde is also reported.

Key words - Knoevenagel reaction - vinylphosphonates - decarboxylation - acrylic acids - diethylphosphonoacetic acid

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