title: Nickel-catalyzed dehydrogenative [4 + 2] cycloaddition of 1,3-dienes with nitriles.
abstract: Pyridines, which comprise one of the most important classes of the six-membered heterocyclic compounds, are widely distributed in nature, and the transition-metal-catalyzed [2 + 2 + 2] cycloaddition reaction of two alkynes and a nitrile is one of the most powerful methods for preparing versatile, highly substituted pyridine derivatives. However, the lack of chemo- and regioselectivity is still a crucial issue associated with fully intermolecular [2 + 2 + 2] cycloaddition. The present study developed the Ni(0)-catalyzed intermolecular dehydrogenative [4 + 2] cycloaddition reaction of 1,3-butadienes with nitriles to give a variety of pyridines regioselectively.
authors: Department of Applied Chemistry, Faculty of Engineering, Osaka University, Suita, Osaka 565-0871, Japan.
authors: Masato
authors: M
authors: Ohashi
authors: Ippei
authors: I
authors: Takeda
authors: Masashi
authors: M
authors: Ikawa
authors: Sensuke
authors: S
authors: Ogoshi
mesh_terms: D002070:Butadienes / Q000737:chemistry*; D002384:Catalysis; D018360:Crystallography, X-Ray; D003500:Cyclization; D006865:Hydrogenation; D008958:Models, Molecular; D015394:Molecular Structure; D009532:Nickel / Q000737:chemistry*; D009570:Nitriles / Q000737:chemistry*; D009942:Organometallic Compounds / Q000737:chemistry*; D011725:Pyridines / Q000138:chemical synthesis / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D002070:Butadienes; D009570:Nitriles; D009942:Organometallic Compounds; D011725:Pyridines; D009532:Nickel; C031763:1,3-butadiene