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Report | Regular issue | Vol 20, No. 2, 1983, pp.219-225
Published online, 1st January, 1970
DOI: 10.3987/R-1983-02-0219
1,2-Oxaphosphol-3-ene Derivatives by Cyclohalogenation of 2-(1,2-Alkadienyl)-2-oxo-1,3,2-dioxaphosphaolanes

Christo M. Angelov and Christo Zh. Christov

*Department of Chemistry, Higher Pedagogical Institute, 9700 Shoumen, Bulgaria

Abstract

In our investigations of reactions of electrophilic addition to allene organophosphorus compounds we have shown that in the halogenation of 2-(1,2-alkadienyl)-2-oxo-1,3,2-dioxaphospholanes in inert solvents, the 1,2-dienylphosphonate system of bonds (O=P-C=C=C) is involved in the reaction with the halogen. As a result the cycloaddition of reagent takes place followed by opening of the dioxaphospholane ring and formation of 1,2-oxaphosphol-3-ene derivatives. The structure of the compounds 2a-e and 3a-d was established by analyses of the ir and 1H- and 31P-nmr spectra.