Epoxidation of 4,5-dialkyl-2,3-dihydro-1Н-phosphole 1-oxides

A method was developed for the synthesis of 1,5-dialkyl(cycloalkyl,phenyl)-2-phenyl-6-oxa-2-phosphabicyclo[3.1.0]hexane 2-oxides from alkynes, involving the epoxidation of unsaturated cyclic organophosphorus compounds with m -chloroperbenzoic acid. The organophosphorus compounds were obtained by a r...

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Bibliographic Details
Published in:Chemistry of heterocyclic compounds (New York, N.Y. 1965) N.Y. 1965), 2018-02, Vol.54 (2), p.205-208
Main Authors: D’yakonov, Vladimir A., Agliullina, Rina A., Makhamatkhanova, Alevtina L., Tyumkina, Tatyana V., Dzhemilev, Usein M.
Format: Article
Language:English
Subjects:
Alkynes
Catalysis
Chemistry
Chemistry and Materials Science
Dichlorides
Epoxidation
Organic Chemistry
Organophosphorus compounds
Pharmacy
Short Communications
Zirconium
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Summary:A method was developed for the synthesis of 1,5-dialkyl(cycloalkyl,phenyl)-2-phenyl-6-oxa-2-phosphabicyclo[3.1.0]hexane 2-oxides from alkynes, involving the epoxidation of unsaturated cyclic organophosphorus compounds with m -chloroperbenzoic acid. The organophosphorus compounds were obtained by a reaction sequence consisting of catalytic cycloalumination of symmetrical acetylenes with triethylaluminum in the presence of bis(cyclopentadienyl)zirconium(IV) dichloride catalyst leading to the formation of 2,3-disubstituted aluminacyclopent-2-enes and in situ reaction of the latter with dichlorophenylphosphine.
ISSN:0009-3122
1573-8353
DOI:10.1007/s10593-018-2255-5