title: Regioselective cobalt-catalyzed formation of bicyclic 3- and 4-aminopyridines.
abstract: Bimolecular cobalt-catalyzed [2 + 2 + 2] cycloadditions between yne-ynamides and nitriles afford bicyclic 3- or 4-aminopyridines in up to 100% yield. The high regioselectivity observed depends on the substitution pattern at the starting ynamide. Aminopyridines bearing TMS and Ts groups are efficiently deprotected in an orthogonal fashion.
authors.affiliation: UPMC, Université Paris 06, IPCM 7201, 4 Place Jussieu, 75252 Paris Cedex 05, France.
authors.forename: Pierre
authors.initials: P
authors.lastname: Garcia
authors.forename: Yannick
authors.initials: Y
authors.lastname: Evanno
authors.forename: Pascal
authors.initials: P
authors.lastname: George
authors.forename: Mireille
authors.initials: M
authors.lastname: Sevrin
authors.forename: Gino
authors.initials: G
authors.lastname: Ricci
authors.forename: Max
authors.initials: M
authors.lastname: Malacria
authors.forename: Corinne
authors.initials: C
authors.lastname: Aubert
authors.forename: Vincent
authors.initials: V
authors.lastname: Gandon
mesh_terms: D015761:4-Aminopyridine / Q000737:chemistry*; D000631:Aminopyridines / Q000737:chemistry*; D019086:Bridged Bicyclo Compounds, Heterocyclic / Q000737:chemistry*; D002384:Catalysis; D003035:Cobalt / Q000737:chemistry*; D008958:Models, Molecular; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D000631:Aminopyridines; D019086:Bridged Bicyclo Compounds, Heterocyclic; D003035:Cobalt; C031283:3-aminopyridine; D015761:4-Aminopyridine