The present article describes the reaction between 1,2-diaza-1,3-butadienes and trialkyl phosphites, under an atmosphere of nitrogen and under solvent-free conditions, to give alkyl 3,3-dialkoxy-2H-1,2,3-lambda-5-diazaphosphole-4-carboxylates that, in turn, are converted into corresponding E-hydrazonophosphonates by treatment with THF:water (95:5). These latter compounds are obtained directly by the reaction of 1,2-diaza-1,3-butadienes with trialkyl phosphites in the presence of air. These compounds are useful for the further preparation of dialkyl (5-methyl-3-oxo-2,3-dihydro-1H-4-pyrazolyl)phosphonates and 2-dialkoxyphosphoryl-1,2,3-thiadiazoles.

Solvent-free reactions of some 1,2-diaza-1,3-butadienes with phosphites: environmentally friendly access to new diazaphospholes and E-hydrazonophosphonates

ATTANASI, ORAZIO ANTONIO;DE CRESCENTINI, LUCIA;FILIPPONE, PAOLINO;MANTELLINI, FABIO
2005-01-01

Abstract

The present article describes the reaction between 1,2-diaza-1,3-butadienes and trialkyl phosphites, under an atmosphere of nitrogen and under solvent-free conditions, to give alkyl 3,3-dialkoxy-2H-1,2,3-lambda-5-diazaphosphole-4-carboxylates that, in turn, are converted into corresponding E-hydrazonophosphonates by treatment with THF:water (95:5). These latter compounds are obtained directly by the reaction of 1,2-diaza-1,3-butadienes with trialkyl phosphites in the presence of air. These compounds are useful for the further preparation of dialkyl (5-methyl-3-oxo-2,3-dihydro-1H-4-pyrazolyl)phosphonates and 2-dialkoxyphosphoryl-1,2,3-thiadiazoles.
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11576/1880940
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