125506-46-9Relevant articles and documents
A Novel Approach to Substituted α-Carbamoyl Phosphonates: Useful Reagents for the Horner-Wadsworth-Emmons Olefination
Inyutina, Anna,Chupakhin, Evgeny,Dar'In, Dmitry,Krasavin, Mikhail
, p. 1487 - 1490 (2020)
α-Carbamoyl phosphonates are useful reagents for the Horner-Wadsworth-Emmons olefination of aldehydes en route to medicinally relevant polysubstituted acrylamides. A new synthetic approach to these reagents has been developed. The methodology relies on the microwave-promoted Wolff rearrangement of α-acyl-α-diazophosphonates with trapping of the ketene intermediate in situ with various amines.
PHOSPHONATES α-LITHIES, AGENTS DE TRANSFERT FONCTIONNEL. PREPARATION DE PHOSPHONATES α-AMIDES ET D'AMIDES α,β-INSATURES, α-SUBSTITUES
Tay, M.K.,About-Jaudet, E.,Collignon, N.,Savignac, P.
, p. 4415 - 4430 (2007/10/02)
Lithiated anions (9) or (10) of secondary or tertiary α-amidophosphonates are prepared either by reaction between an α-phosphonyl carbanion and an isocyanate or a carbamate (first strategy), or by condensation of an amide enolate with diethylchlorophosphate (second strategy).Acidic hydrolysis of (9) or (10) gives α-amidophosphonate (1) alkylated or not in the α-position. (9) and (10) react with aromatic or aliphatic aldehydes to produce α,β-unsatured secondary or tertiary amides (2).