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Syntheses of β-amidovinyltellurides and oxazoles by addition reactions of alkynes with benzenetellurinyl trifluoromethanesulfonate in acetonitrile
Authors:Takahiro Fukumoto  Yoshio Aso  Tetsuo Otsubo  Fumio Ogura
Abstract:Benzenetellurinyl trifluoromethanesulfonate in conjunction with acetonitrile readily effected amidotellurinylation reactions with alkynes. Most of the addition reactions proceeded in a trans fashion to form the (E)-β-acetamidovinyl phenyl telluroxides. Subsequently, it was found that the prevailing Markovnikov adducts from terminal alkynes immediately isomerized to (Z)-isomers which were isolated as the corresponding vinyltellurides. On the other hand, the adducts derived from internal alkynes thermally underwent a spontaneous intramolecular cyclization to be transformed eventually into oxazoles.
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