Stereoselective addition reactions of alkynes with benzenetellurinyl trifluoromethanesulfonate in acetonitrile: organotellurium-mediated one-pot synthesis of oxazoles from internal alkynes

Abstract

Benzenetellurinyl trifluoromethanesulfonate in conjunction with acetonitrile underwent an E-stereoselective amidotellurinylation reaction with alkynes, but the addition products from terminal alkynes tended to isomerize thermally to (Z)-β-acetamidovinyl phenyl telluroxide, whereas those from internal alkynes were transformed into oxazoles via a spontaneous intramolecular cyclization.