Iodosulfenylation of olefins with sulfenamides in the presence of metal iodidesстатья
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Дата последнего поиска статьи во внешних источниках: 18 июля 2013 г.
Аннотация:Reactions of arylsulfenamides, arylsulfenates, thiobisamines, and dithiobisamines with olefins in the presence of zinc, tin(II), tin(IV), antimony(III), or magnesium iodides were investigated. In the case of cage olefins, the reactions afford mixtures of 1,2-iodosulfides and diiodides, the ratio between which depends on the type of iodine-containing Lewis acid. Iodosulfides were obtained in the highest yields in the reactions of cage olefins upon activation with zinc or tin(II) iodides. In the case of olefins prone to the Wagner-Meerwein rearrangement (bicyclo[2.2.1]heptanes) or to the addition-elimination reaction (camphene), the corresponding products formed. A reaction mechanism is proposed.