1,3-dipolar cycloadditions of the versatile intermediate tetraethyl vinylidenebisphosphonate

The use of tetraethyl vinylidenebisphosphonate as a dipolarophile in 1,3-dipolar cycloaddition reactions was investigated. In particular, the cycloaddition reactions between tetraethyl vinylidenebisphosphonate and azides and nitrile oxides, and of tetraethyl vinylidenebisphosphonate in the Grigg azo...

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Detalles Bibliográficos
Autores: Ferrer, Mariana, Barboza, Alejandro Pedro, Szajnman, Sergio Hernan, Rodriguez, Juan Bautista
Tipo de recurso: artículo
Estado:Versión publicada
Fecha de publicación:2013
País:Argentina
Institución:Consejo Nacional de Investigaciones Científicas y Técnicas
Repositorio:CONICET Digital (CONICET)
Idioma:inglés
OAI Identifier:oai:ri.conicet.gov.ar:11336/84924
Acceso en línea:http://hdl.handle.net/11336/84924
Access Level:acceso abierto
Palabra clave:1,3-DIPOLAR CYCLOADDITIONS
AZIDES
BISPHOSPHONATES
GRIGG AZOMETHINE YLIDES
NITRILE OXIDES
https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
Descripción
Sumario:The use of tetraethyl vinylidenebisphosphonate as a dipolarophile in 1,3-dipolar cycloaddition reactions was investigated. In particular, the cycloaddition reactions between tetraethyl vinylidenebisphosphonate and azides and nitrile oxides, and of tetraethyl vinylidenebisphosphonate in the Grigg azomethine 1,3-dipolar cyclization were studied, affording highly functionalized five-membered rings containing the bisphosphonic unit. These straightforward methods allow the preparation of diverse and fairly complex structures bearing the bisphosphonate moiety, which belong to a group of pharmacologically important compounds.