title: Domino reaction of cyclic sulfamidate imines with Morita-Baylis-Hillman acetates promoted by DABCO: a metal-free approach to functionalized nicotinic acid derivatives.
abstract: A facile, green, metal-free new one-pot synthetic strategy has been developed for easy access to a wide array of medicinally promising functionalized pyridines having an ester, a nitrile or an acetyl group at the C-3 position in good to excellent yields via a domino SN2/elimination/6π-aza-electrocyclization/aromatization reaction of several 4-aryl/hetero-aryl-substituted 5-membered cyclic sulfamidate imines with a broad range of MBH acetates of acrylate/acrylonitrile/MVK in 2-MeTHF promoted by DABCO as an organobase under an O2atmosphere. Moreover, a biologically interesting triazolopyridine derivative was achieved through a unique procedure.
authors.affiliation: Discipline of Chemistry, Indian Institute of Technology Indore, Simrol, 453552, Indore, India. sampaks@iiti.ac.in.
authors.forename: Debashis
authors.initials: D
authors.lastname: Majee
authors.forename: Soumen
authors.initials: S
authors.lastname: Biswas
authors.forename: Shaikh M
authors.initials: SM
authors.lastname: Mobin
authors.forename: Sampak
authors.initials: S
authors.lastname: Samanta
mesh_terms: D000085:Acetates / Q000737:chemistry*; D055772:Green Chemistry Technology; D007097:Imines / Q000737:chemistry*; D009525:Niacin / Q000737:chemistry*; D010879:Piperazines / Q000737:chemistry*; D012997:Solvents / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D000085:Acetates; D007097:Imines; D010879:Piperazines; D012997:Solvents; D009525:Niacin; C007306:triethylenediamine