Design Aspects of Metal-Free Nitrogen-Based Catalysts and Their Influence on the Yield in the Henry Reaction

Abstract

Design aspects of metal-free nitrogen-based catalysts and their influence on the yield in the Henry reaction are disclosed. C ₁-Symmetric, N,N-1,2-disposed amine-imine type catalysts were found to be most efficient. C ₁-N,N-1,2-Disposed 1,2,3,4-tetrahydro-1,1′-biisoquinoline selectively and efficiently catalyzed the addition of nitromethane to α-keto esters and aldehydes giving exclusively the corresponding β-nitro alcohol adducts in excellent yields under very mild conditions.

Key words

catalyst design - biisoquinoline - C–C bond formation - Henry reaction - Proton Sponge

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