On-demand generation of an efficient catalyst for pyridine formation from unactivated nitriles and alpha,omega-diynes using CoCl2-6H2O, dppe, and Zn.
[reaction: see text] A highly practical, general method for catalytic formation of substituted pyridines from a variety of unactivated nitriles and alpha,omega-diynes is given. The reactions which were catalyzed by 5 mol % of dppe/CoCl2-6H2O in the presence of Zn powder (10 mol %) could proceed at rt to approximately 50 degrees C with high functional compatibility and regioselectivity.
Kase
Kouki
K
Department of Material & Life Chemistry, Kanagawa University, 3-27-1 Rokkakubashi, Yokohama 221-8686, Japan.
Goswami
Avijit
A
Ohtaki
Kazuhiko
K
Tanabe
Emi
E
Saino
Naoko
N
Okamoto
Sentaro
S
D002384:Catalysis; D003035:Cobalt / Q000737:chemistry*; D008024:Ligands; D015394:Molecular Structure; D009570:Nitriles / Q000737:chemistry*; D010647:Phenyl Ethers / Q000737:chemistry*; D010720:Phosphines / Q000737:chemistry; D011725:Pyridines / Q000737:chemistry*; D014867:Water / Q000737:chemistry*; D015032:Zinc / Q000737:chemistry*
D008024:Ligands; D009570:Nitriles; D010647:Phenyl Ethers; D010720:Phosphines; D011725:Pyridines; D014867:Water; D003035:Cobalt; C018021:cobaltous chloride; C044646:phosphine; C043062:tesmilifene; D015032:Zinc; C023666:pyridine