全氟烷基磺酰溴与杂原子取代烯键的反应

全氟烷基磺酰溴与杂原子取代烯烃, 如溴乙烯, 乙酸乙烯酯, 三甲基硅乙烯加成, 得相应的加成物, 与烯醇硅醚反应, 水解后得到α位溴代酮和全氟烷基亚磺酸. 全氟磺酰氯与1-三甲基硅氧基-1-叔丁基乙烯在紫外光照下反应, 生成α位全氟烷基化的酮. 全氟烷基磺酰溴溴化苯酚和甲氧基苯, 得到对位溴化产物. α,α-二氯三氟乙基亚磺酸钠与溴水在20-25℃反应, 得α,α-二氯三氟乙基磺酰溴, 其化学反应性与全氟烷基磺酰溴类似, 但稳定性较差.

The reaction of perfluoroalkanesulfonyl bromide with hetero-atom substituted olefins

Perfluoroalkanesulfonyl bromides reacted with vinyl bromide, vinyl acetate, and trimethylvinylsilane to give the corresponding adducts with the evolution of SO2. However, reaction with trimethylsilyl enol ether followed by hydrolysis gave only the corresponding a-bromo ketones and perfluoroalkanesulfinic acids. Perfluoroalkanesulfonyl chloride reacted with the trimethylsilyl ether of pinacolone on UV irradiation to give the corresponding a-perfluoroalkyl derivative of pinacolone. Under mild condition, perfluoroalkanesulfonyl bromide also brominated phenol and anisole to give the corresponding p-bromo derivatives Sodium a,a-dichlorotrifluoroethanesulfinate reacted with bromine in water at 25?to form a,a-dichlorotrifluoroethanesulfonyl bromide, which was thermally less stable than but similar in reactivity to perfluoroalkanesulfonyl bromide.