title: Pseudo-five-component domino strategy for the combinatorial library synthesis of [1,6] naphthyridines-an on-water approach.
abstract: This work features the base-promoted on-water synthesis of [1,6]-naphthyridines from methyl ketones, malononitrile and phenols or thiols. The reaction conditions were carefully tuned to drive the product selectivity from 3H-pyrroles to [1,6]-naphthyridines. The advantages of this method lie in its simplicity, cost effectiveness, and environmental friendliness, representing a new effort toward the on-water synthesis of [1,6]-naphthyridines without starting from a nitrogen-containing heterocycle and highlighting the versatility of the nitrile functional group.
authors.affiliation: Department of Chemistry, University of Calcutta , 92 APC Road, Kolkata-700009, India.
authors.forename: Paramita
authors.initials: P
authors.lastname: Das
authors.forename: Tandrima
authors.initials: T
authors.lastname: Chaudhuri
authors.forename: Chhanda
authors.initials: C
authors.lastname: Mukhopadhyay
mesh_terms: D020650:Combinatorial Chemistry Techniques / Q000379:methods*; D057927:Hydrophobic and Hydrophilic Interactions; D007659:Ketones / Q000737:chemistry; D009287:Naphthyridines / Q000138:chemical synthesis* / Q000737:chemistry; D009570:Nitriles / Q000737:chemistry; D010636:Phenols / Q000737:chemistry; D013438:Sulfhydryl Compounds / Q000737:chemistry; D014867:Water / Q000737:chemistry*
chemical_list: D007659:Ketones; D009287:Naphthyridines; D009570:Nitriles; D010636:Phenols; D013438:Sulfhydryl Compounds; D014867:Water; C000945:dicyanmethane
keywords: 1,6-naphthyridines; hydrophobic aggregation; on-water; selectivity