TBAF Promoted One-Pot Multicomponent Reaction for the Synthesis of 2-Amino-3,5-dicyano-4-aryl-6-sulfanyl-pyridines

Abstract

TBAF has been found to serve as a new and effective catalyst to assist the one-pot multi-component synthesis of the privileged medicinal scaffolds, 2-amino-3,5-dicyano-6-sulfanyl-pyridines in good yields (50-70%). Further control studies lead us to propose a still improved two-step one-pot synthetic approach for making 3,5-dicyanopyridines (1a-w; 2a-b) with excellent yields (80-93%) under mild conditions (30-50°C; 1-6 h). Interestingly, this method also enable the direct synthesis of highly steric hindered, bio-active, 4-(2,6-dihalophenyl)-3,5-dicyano-6-sulfanyl- pyridines (5a-c) with high yields (>85%).