Abstract
Alcoholysis of α-chloro-α-phosphonopropionic acid trichloride with allyl and propargyl alcohols was studied. It was found that the reaction proceeded selectively at the carbonyl carbon atom. The reaction of α-chloro-α-phosphonopropionic acid trichloride with triethyl phosphite yielded α-methyl-β-diethylphosphatovinylphosphonic acid dichloride. A method was proposed for the synthesis of previously unknown phosphonobarbiturates and of a number of other phosphorus-containing heterocycles via the reaction of α-chloro-α-phosphonopropionic acid trichloride with urea or thiourea in the presence of pyridine. In all the cases, complex salts of pyridine with α-chloro-α-phosphonopropionic acid were isolated from the aqueous phase and characterized. The reaction of the trichloride with dimethyl sulfoxide involved its sulfur and oxygen atoms.
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Allakhverdieva, G.E., Ismailov, V.M., Mamedov, I.A. et al. Reactions of α-Chloro-α-phosphonopropionic Acid Trichloride with Nucleophilic Reagents. Russ J Gen Chem 90, 1447–1452 (2020). https://doi.org/10.1134/S1070363220080113
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DOI: https://doi.org/10.1134/S1070363220080113