A Novel Basic and Acidic Ionic Liquid as a Highly Effectual and Dual-Functional Catalyst for the Green Synthesis of 2-Amino-3-cyano-4H-pyrans

Abstract

N,N,N',N'-Tetramethyl-N,N'-bis(sulfo)biphenyl-4,4'-diaminium mesylate ([TMBSPD][OMs]₂) was synthesized as a recyclable ionic liquid and characterized by various techniques. This ionic liquid was efficiently applied as a multifunctional promoter for the three-component synthesis of 2-amino-3-cyano-4H-pyrans. The 2-amino-3-cyano-4H-pyrans were prepared not only in high to excellent yields but also no toxic solvent or catalyst was used. [TMBSPD][OMs]₂ ionic liquid was also recovered and reused four times without the considerable decreasing in its activity. Also, some new derivatives of the 2-amino-3-cyano-4H-pyrans were synthesized by this method.