title: One-pot, two-step cascade synthesis of quinazolinotriazolobenzodiazepines.
abstract: An operationally simple, one-pot, two-step cascade method has been developed to afford quinazolino[1,2,3]triazolo[1,4]benzodiazepines. This unique, atom-economical transformation engages five reactive centers (amide, aniline, carbonyl, azide, and alkyne) and employs environmentally benign iodine as a catalyst. The method proceeds via sequential quinazolinone-forming condensation and intramolecular azide-alkyne 1,3-dipolar cycloaddition reactions. Substrate scope, multicomponent examples, and mechanistic insights are discussed.
authors: Department of Chemistry, University of California , One Shields Avenue, Davis, California 95616, United States.
authors: Kathryn G
authors: KG
authors: Guggenheim
authors: Hannah
authors: H
authors: Toru
authors: Mark J
authors: MJ
authors: Kurth
mesh_terms: D000480:Alkynes / Q000737:chemistry; D001386:Azides / Q000737:chemistry; D001569:Benzodiazepines / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D061565:Cycloaddition Reaction; D015394:Molecular Structure; D014230:Triazoles / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D000480:Alkynes; D001386:Azides; D014230:Triazoles; D001569:Benzodiazepines