2022
DOI: 10.1002/ange.202200204
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Palladium‐Catalyzed Silylcyanation of Ynamides: Regio‐ and Stereoselective Access to Tetrasubstituted 3‐Silyl‐2‐Aminoacrylonitriles

Abstract: The palladium-catalyzed silylcyanation of ynamides is described. This reaction is fully regioselective, delivering tetrasubstituted 2-aminoacrylonitriles derivatives exclusively. Unexpectedly, the nature (aryl or alkyl) of the substituent located at the β-position of the ynamide directly controls the stereoselectivity. The reaction tolerates a number of functional groups and can be considered as the first general access to fully substituted 2-aminoacrylonitriles. Given the singular reactivity observed, a compu… Show more

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