title: Cyanoacetamides (IV): versatile one-pot route to 2-quinoline-3-carboxamides.
abstract: Cyanoacetic acid derivatives are the starting materials for a plethora of multicomponent reaction (MCR) scaffolds. Herein, we describe scope of a valuable general protocol for the synthesis of arrays of 2-aminoquinoline-3-carboxamides from cyanoacetamides and 2-aminobenzaldehydes or heterocyclic derivatives via a Friedländer reaction variation. In many cases, the reactions involve a very convenient work up by simple precipitation and filtration. More than 40 new products are described. We foresee our protocol and the resulting derivatives becoming very valuable to greatly expanding the scaffold space of cyanoacetamide derivatives.
authors.affiliation: University of Pittsburgh , Drug Discovery Institute, Biomedical Science Tower 3, 3501 Fifth Avenue, Pittsburgh, Pennsylvania 15261, United States.
authors.forename: Kan
authors.initials: K
authors.lastname: Wang
authors.forename: Eberhardt
authors.initials: E
authors.lastname: Herdtweck
authors.forename: Alexander
authors.initials: A
authors.lastname: Dömling
mesh_terms: D000081:Acetamides / Q000737:chemistry*; D000085:Acetates / Q000737:chemistry*; D011804:Quinolines / Q000138:chemical synthesis*
chemical_list: C530252:2-quinolinecarboxamide; D000081:Acetamides; D000085:Acetates; D011804:Quinolines; C007170:cyanoacetic acid