1-acetoxyvinyl phosphonates: Facile synthesis via catalytic acylation of dialkyl phosphites

A new and facile method of synthesis of 1‐acetoxyvinyl phosphonates (2) has been found. Dialkyl phosphites react readily with acetic anhydride in acetonitrile solution in the presence of catalysts to produce 2 and acylphosphonates (1) as a minor product. The most efficient catalysts are metal compou...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Heteroatom chemistry 1992-04, Vol.3 (2), p.127-131
Hauptverfasser: Tyryshkin, Nikolay I., Fuzshenokova, Alexandra V., Vedernikov, Andrey N., Solomonov, Boris N.
Format: Artikel
Sprache:eng
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
Beschreibung
Zusammenfassung:A new and facile method of synthesis of 1‐acetoxyvinyl phosphonates (2) has been found. Dialkyl phosphites react readily with acetic anhydride in acetonitrile solution in the presence of catalysts to produce 2 and acylphosphonates (1) as a minor product. The most efficient catalysts are metal compounds of variable valency: iron(II), iron(III), and cobalt(II) chlorides. The same compounds catalyze transformation of 1 into 2 in an acetonitrile solution of acetic anhydride.
ISSN:1042-7163
1098-1071
DOI:10.1002/hc.520030207