Abstract
The thermal condensation of functional phosphonates bearing strongly withdrawing groups (RO) 2P(O)CH 2Z1 with dimethylformamide dimethyl acetal gives corresponding β-functional, β-phosphonic enamines (RO) 2P(O)C(Z)=CHNMe 2 2. Acid or basic hydrolysis of the enamines frequently gives the free aldehyde (RO) 2P(O)CH(Z)—CHO 3. We show that the enamines can be used with success for the synthesis of heterocycles like, pyrazoles 4, pyrimidines 5, benzodiazepine 6 or indole 7, all of them substituted with a phosphonate group.
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