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Catalytic addition of trihalogenomethanesulfenyl chlorides to olefinic compounds

A. Haas - No affiliation found

1985/11/01 Review article DOI: 10.1016/S0022-1139(00)80889-1 Journal: Journal of Fluorine Chemistry

Abstract:

AbstractTrifluoroacetic acid has been found to be an efficient catalyst for the addition of fluorochloromethanesulfenyl chlorides CFnCl3−nSCl (n = 1, 2, 3) to olefins such as cyclohexene, 1-hexene, allyl bromide and vinyl bromide. The reaction with cyclohexene led to trans adducts. The addition to asymmetrical olefins afforded a mixture of Markovnikov- and anti-Markovnikov oriented adducts. The factors influencing the reaction course are discussed.