Epoxidation of 4,5-dialkyl-2,3-dihydro-1Н-phosphole 1-oxides
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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.
Keywordsaluminacyclopentenes 2,3-dihydrophospholes epoxyphospholanes heterocyclic compounds organoaluminum compounds zirconocene dichloride cycloalumination epoxidation metal complex catalysis
This work received financial support from the Russian Foundation for Basic Research (project 16-33-00193) and grant of the President of the Russian Federation (NSh-5240.2018.3). The structural studies were performed with the use of Collective Usage Center “Agidel” at the Institute of Petrochemistry and Catalysis, Russian Academy of Sciences.
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