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Synthesis 2005(17): 2887-2896
DOI: 10.1055/s-2005-918406
DOI: 10.1055/s-2005-918406
PAPER
© Georg Thieme Verlag Stuttgart · New York
Knoevenagel Reaction of Diethylphosphonoacetic Acid: A Facile Route to Diethyl (E)-2-Arylvinylphosphonates
Weitere Informationen
Received
26 April 2005
Publikationsdatum:
29. September 2005 (online)
Publikationsverlauf
Publikationsdatum:
29. September 2005 (online)

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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