Recent Developments in the Synthesis of Imidazo[1,2-a]pyridines

Abstract

N N cyclocondensations oxidative cyclizations multicomponent reactions rearrangements tandem processes C-H activations/functionalizationsAbstract Advances in the last decade for the synthesis of the imidazo[1,2-a]pyridine scaffold from various substrates employing approaches such as multicomponent reactions, tandem processes, rearrangement reactions, inter-and intramolecular oxidative/reductive cyclizations, and transition-metal-catalyzed C-H activation are summarized in this review. The mechanisms for the selected transformations are also discussed. 1

Efficient and “Green” Synthetic Route to Imidazo[1,2-a]pyridine by Cu(II)–Ascorbate-Catalyzed A3-Coupling in Aqueous Micellar Media

“…3 Many commercially available drugs, such as zolpidem (for insomnia), alpidem (anxiolytic agents), zolimidine (for peptic ulcer) contain imidazo[1,2- a ]pyridine moiety (Figure 1). 4 In addition, molecular architectures that incorporate the imidazo[1,2- a ]pyridine moiety in the framework have demonstrated potential applicability in optoelectronics, dyes, and sensing materials. 5…”

Multicomponent Reactions Upon the Known Drug Trimethoprim as a Source of Novel Antimicrobial Agents

“…The GBBR (Scheme 2) is an isocyanide-based MCR yielding azine-fused imidazoles from readily available aldehydes ( 2 ), isocyanides ( 3 ) and amidine-type building blocks ( 1 ) (Bienaymé and Bouzid, 1998; Blackburn et al, 1998; Groebke et al, 1998). Several reviews have abstracted the main features of this MCR (Devi et al, 2015; Pericherla et al, 2015). This important transformation is massively used in medicinal chemistry, especially in drug discovery, because of the drug like character of the adduct (imidazo-azine), together with the power to decorate it with a wide range of structural diversity (Shaaban and Abdel-Wahab, 2016).…”

Environment-Friendly Protocol for the Chlorination of Imidazoheterocycles by Chloramine-T

“…3,4 As a consequence, different processes have been reported for the synthesis and functionalization of imidazopyridine derivatives. 5−15 Many efficient methods of important functionalization and various synthetic strategies of imidazo[1,2- a ]pyridines from readily available starting materials have been also developed by our group. 16−27 Diverse substitutions at 3-position of imidazo[1,2- a ]pyridines induce different pharmaceutical properties.…”