title: One-pot, three-component synthesis of 7-azaindole derivatives from N-substituted 2-amino-4-cyanopyrroles, various aldehydes, and active methylene compounds.
abstract: An efficient and practical route to 7-azaindole framework has been developed by one-pot, three-component cyclocondensation of N-substituted 2-amino-4-cyanopyrroles, various aldehydes, and active methylene compounds in ethanol or acetic acid at reflux. Reactions involving tetronic acid, indane-1,3-dione, dimedone, and 5-phenylcyclohexane-1,3-dione gave carbocyclic fused 7-azaindoles, whereas Meldrum's acid, benzoylacetonitrile, and malononitrile resulted in the highly substituted 7-azaindole derivatives, making this strategy very useful in diversity-oriented synthesis (DOS).
authors.affiliation: Institut für Chemie, Universität Rostock , Albert Einstein Str. 3a, 18059 Rostock, Germany.
authors.forename: Marcelo
authors.initials: M
authors.lastname: Vilches-Herrera
authors.forename: Ingo
authors.initials: I
authors.lastname: Knepper
authors.forename: Nayane
authors.initials: N
authors.lastname: de Souza
authors.forename: Alexander
authors.initials: A
authors.lastname: Villinger
authors.forename: Vyacheslav Ya
authors.initials: VY
authors.lastname: Sosnovskikh
authors.forename: Viktor O
authors.initials: VO
authors.lastname: Iaroshenko
mesh_terms: D000447:Aldehydes / Q000737:chemistry; D020650:Combinatorial Chemistry Techniques / Q000191:economics / Q000379:methods*; D003500:Cyclization; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry; D008697:Methane / Q000031:analogs & derivatives; D011758:Pyrroles / Q000737:chemistry; D054852:Small Molecule Libraries / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: C023422:7-azaindole dimer; D000447:Aldehydes; D007211:Indoles; D011758:Pyrroles; D054852:Small Molecule Libraries; D008697:Methane