Solvent-Free Synthesis of Imidazo [1,2-a] pyridin-tetrazolo [1,5-a] Quinolines via an IMCR One-Pot Process

Abstract

A solvent-free and catalyst-free synthesis of fused bis-heterocycles containing imidazo[1,2-a]pyridine and tetrazolo[1,5-a]quinoline frameworks is reported via a one-pot process. This Groebke–Blackburn–Bienaymé reaction (GBBR)/SNAr/ring-chain azido tautomerization cascade proceeds under eco-friendly conditions. The tetrazolo[1,5-a]quinoline and imidazo[1,2-a]pyridine scaffolds are present in various compounds with interesting pharmacological properties and could lead to the discovery of novel bioactive molecules.

Keywords

• isocyanide-based multicomponent reactions
• Groebke–Blackburn–Bienaymé reaction
• tetrazolo[1,5-a]quinolines
• ring-chain azido tautomerization
• one-pot process