One-Step Formation both of C–N and of C–O Bonds of N-Alkoxyamides through NHC-Catalyzed Three-Component Reactions of Enals, Nitrosoarenes, and Enones

NHC-catalyzed three-component reactions of α,β-unsaturated aldehydes (enals), nitrosoarenes, and α,β-unsaturated ketones (enones) were studied. The reactions proceeded through a cascade aza-benzoin condensation/oxo-Michael addition sequence to produce N,O-bisfunctionalized N-hydroxylacrylamides in moderate to good yields. This work not only provides an efficient method for the one-step formation both of the C–N and of the C–O bonds in N-alkoxyamides, but also advances the application of NHC organocatalysis in the field of multicomponent reactions.

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