title: Rhodium-catalyzed NH insertion of pyridyl carbenes derived from pyridotriazoles: a general and efficient approach to 2-picolylamines and imidazo[1,5-a]pyridines.
abstract: A general and efficient NH insertion reaction of rhodium pyridyl carbenes derived from pyridotriazoles was developed. Various NH-containing compounds, including amides, anilines, enamines, and aliphatic amines, smoothly underwent the NH insertion reaction to afford 2-picolylamine derivatives. The developed transformation was further utilized in a facile one-pot synthesis of imidazo[1,5-a]pyridines.
authors.affiliation: Department of Chemistry, University of Illinois at Chicago, 845 W Taylor St., Room 4500, Chicago, IL 60607 (USA) http://www.chem.uic.edu/vggroup.
authors.forename: Yi
authors.initials: Y
authors.lastname: Shi
authors.forename: Anton V
authors.initials: AV
authors.lastname: Gulevich
authors.forename: Vladimir
authors.initials: V
authors.lastname: Gevorgyan
mesh_terms: D002243:Carbolines / Q000737:chemistry*; D002384:Catalysis; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D010847:Picolines / Q000138:chemical synthesis* / Q000737:chemistry; D011725:Pyridines / Q000138:chemical synthesis / Q000737:chemistry*; D012238:Rhodium / Q000737:chemistry*; D014230:Triazoles / Q000737:chemistry*
chemical_list: D002243:Carbolines; D009942:Organometallic Compounds; D010847:Picolines; D011725:Pyridines; D014230:Triazoles; C554655:imidazo(1,5-a)pyridine; D012238:Rhodium; C100106:dicarbine
keywords: annulations; carbenes; heterocycles; rhodium; synthetic methods