title: Synthesis of imidazopyridines from the Morita-Baylis-Hillman acetates of nitroalkenes and convenient access to Alpidem and Zolpidem.
abstract: A variety of functionalized imidazo[1,2-a]pyridines have been synthesized through a one-pot, room temperature, and reagent-free reaction between MBH acetates of nitroalkenes and 2-aminopyridines. The reaction involves a cascade inter-intramolecular double aza-Michael addition of 2-aminopyridines to MBH acetates. Our methodology is marked by excellent yield, regioselectivity and, above all, adaptability to synthesize imidazopyridine-based drug molecules such as Alpidem and Zolpidem.
authors.affiliation: Department of Chemistry, Indian Institute of Technology, Bombay, Mumbai 400 076, India.
authors.forename: Divya K
authors.initials: DK
authors.lastname: Nair
authors.forename: Shaikh M
authors.initials: SM
authors.lastname: Mobin
authors.forename: Irishi N N
authors.initials: IN
authors.lastname: Namboothiri
mesh_terms: D000085:Acetates / Q000737:chemistry*; D000475:Alkenes / Q000737:chemistry*; D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D007093:Imidazoles / Q000138:chemical synthesis* / Q000737:chemistry* / Q000494:pharmacology; D015394:Molecular Structure; D009574:Nitro Compounds / Q000737:chemistry*; D011725:Pyridines / Q000138:chemical synthesis* / Q000737:chemistry* / Q000494:pharmacology; D013237:Stereoisomerism; D000077334:Zolpidem
chemical_list: D000085:Acetates; D000475:Alkenes; D007093:Imidazoles; D009574:Nitro Compounds; D011725:Pyridines; D000077334:Zolpidem; C052036:alpidem