Halomethyl-metal compounds : XXVIII. Phenyl(dibromochloromethyl)mercury as a bromochlorocarbene source☆

作者: Dietmar Seyferth , Steven P. Hopper , Theodore F. Jula

DOI: 10.1016/S0022-328X(00)88607-6

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摘要: Abstract A number of gem-bromochlorocyclopropanes has been prepared by the reaction PhHgCClBr2-derived bromochlorocarbene with olefins (cyclohexene, cyclooctene, 1-heptene, tetramethylethylene, cis- and trans-2-butene, styrene, acrylonitrile, vinyl acetate, allyltrimethylsilane, vinyltrimethylsilane, trans-1,2-dichloroethylene). Reaction phenyl(dibromochloromethyl)mercury 2,5-dihydrofuran gave an equimolar amount expected CC addition product CH insertion product, 2-(bromochloromethyl)-2,5-dihydrofuran. Similar was observed tetrahydrofuran. With cumene CClBr occurred exclusively into benzylic position.

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