Synthesis of Iminonitriles by Oxone/TBAB-Mediated One-Pot Oxidative Three-Component Strecker Reaction

Abstract

Oxidative three-component reaction of aldehydes, amines, and TMSCN in a biphasic solvent system (toluene/H₂O) containing Oxone, tetra-n-butylammonium bromide (TBAB) and sodium bicarbonate afforded α-iminonitriles in good to excellent yields. This oxidative Strecker reaction was applicable to a wide range of aldehydes and amines, aromatic or aliphatic, of different electronic and steric properties. Substituted 1-aza-2-cyano-1,3-dienes were also accessible using α,β-unsaturated aldehydes as inputs.

Key words

α-iminonitrile - Oxone - α-aminonitrile - oxidative three-component Strecker reaction - multicomponent reaction

• References

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