AllyldialkylteIluronium bromides were treated with aromatic amines in 1,2-dichloroethane, readily giving allyl awl amines in excellent yields.In recent years, there has been a remarkable development of new synthetic methods using organotellurium compounds [l]. It was found that telluronium ylides especially have many interesting applications in carbon-carbon bond formation [2]. Among them, dialkyltelluronium allylides were used for the synthesis of a,@-unsaturated epoxides [3]. However, there are no reports on the use of allyldialkyltelluronium salts as allylation reagents.Ogura and co-workers [4] have reported that benzenetellurinyl trifluoroacetate, when treated with allyltrimethylsilane in the presence of boron trifluoride etherate, gave allyl phenyl telluroxide. The latter was then treated in situ with an alkylamine to give the corresponding allylamine. We thought that the dialkyltelluronium group would be a better leaving group than the benzenetellurinyl group. Thei-efore, we studied the allylation reactions of aromatic amines with allyldialkyltelluronium bromides. Experimental results showed that aromatic allylamines can be obtained conveniently in excellent yields.
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