title: Palladium-catalyzed synthesis of 2,3-disubstituted 5-azaindoles via heteroannulation reaction and of 2-substituted 5-azaindoles through domino sila-Sonogashira/5-endo cyclization.
abstract: A general and efficient procedure for the synthesis of 2,3-disubstituted 5-azaindoles through the palladium-catalyzed heteroannulation of 4-acetamido-3-iodopyridines and diaryl-, dialkyl-, or arylalkylalkynes is described along with a study of the reaction regioselectivity. The preparation of 2-monosubstituted 5-azaindoles via sila-Sonogashira/5-endo cyclization is also reported. These methods allowed us to prepare 36 diversely substituted 5-azaindoles in good yields.
authors.affiliation: Institut Curie, Centre de Recherche, 26 rue d'Ulm, Paris F-75248, France.
authors.forename: Marion
authors.initials: M
authors.lastname: Livecchi
authors.forename: Géraldine
authors.initials: G
authors.lastname: Calvet
authors.forename: Frédéric
authors.initials: F
authors.lastname: Schmidt
mesh_terms: D001372:Aza Compounds / Q000138:chemical synthesis* / Q000737:chemistry*; D002384:Catalysis; D003500:Cyclization; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry*; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry*
chemical_list: C512290:5-azaindole; D001372:Aza Compounds; D007211:Indoles; D010165:Palladium