A nickel-catalyzed route to pyridines.
A mild and general route for preparing pyridines from nitriles and diynes is described. Ni/imidazolyidene complexes were used to mediate cyclization alkynes and both aryl and alkyl nitriles at ambient temperature. In addition, the efficacy of this protocol allows for the preparation of a fused seven-membered pyridone and for intermolecular cyclizations. When an asymmetrical diyne was employed, cyclization afforded a single pyridine regioisomer.
McCormick
Michael M
MM
Department of Chemistry, University of Utah, 315 South 1400 East, Salt Lake City, Utah 84112-0850, USA.
Duong
Hung A
HA
Zuo
Gang
G
Louie
Janis
J
D000480:Alkynes / Q000737:chemistry; D002384:Catalysis; D003500:Cyclization; D009532:Nickel / Q000737:chemistry*; D009570:Nitriles / Q000737:chemistry; D009942:Organometallic Compounds / Q000737:chemistry; D011725:Pyridines / Q000138:chemical synthesis*
D000480:Alkynes; D009570:Nitriles; D009942:Organometallic Compounds; D011725:Pyridines; D009532:Nickel