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-1,2,3ì 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.
O. A. Attanasi, G. Baccolini, C. Boga, L. De Crescentini, P. Filippone, F. Mantellini (2005). Solvent-Free Reaction of Some 1,2-Diaza-1,3-butadienes with Phosphites: Environmentally Friendly Access to New Diazaphospholes and E-Hydrazonophosphonates. JOURNAL OF ORGANIC CHEMISTRY, 70, 4033-4037 [10.1021/jo050242n].
Solvent-Free Reaction of Some 1,2-Diaza-1,3-butadienes with Phosphites: Environmentally Friendly Access to New Diazaphospholes and E-Hydrazonophosphonates
BACCOLINI, GRAZIANO;BOGA, CARLA;
2005
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-1,2,3ì 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.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
