Frustrated Lewis Pair Catalyzed Hydroamination of Terminal Alkynes

Authors


  • D.W.S. is grateful for the financial support from NSERC of Canada and the award of a Canada Research Chair. T.M. gratefully acknowledges the financial support of a Digital Specialty Chemicals Graduate Scholarship.

Abstract

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Catalytic amounts of the Lewis acid B(C6F5)3 enable the hydroamination of terminal alkynes by aryl amines to the corresponding enamines. In accord with the results of stoichiometric reactions, the mechanism of this reaction involves a frustrated Lewis pair (FLP). The hydroamination can be followed by an FLP-catalyzed hydrogenation, resulting in a one-pot stepwise synthesis of amine derivatives.

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