Nickel- and copper-catalyzed direct alkynylation of azoles and polyfluoroarenes with terminal alkynes under O(2) or atmospheric conditions.
The direct C-H alkynylation of azoles with terminal alkynes proceeds efficiently under a nickel/O(2) catalytic system. On the other hand, a copper/air catalyst enables the coupling of polyfluoroarenes with terminal alkynes. These catalyses provide new accesses to arylacetylenes through the formal direct Sonogashira coupling.
Matsuyama
Naoto
N
Department of Applied Chemistry, Faculty of Engineering, Osaka University, Suita, Osaka 565-0871, Japan.
Kitahara
Masanori
M
Hirano
Koji
K
Satoh
Tetsuya
T
Miura
Masahiro
M
D000114:Acetylene / Q000031:analogs & derivatives / Q000138:chemical synthesis / Q000737:chemistry; D000480:Alkynes / Q000737:chemistry*; D001272:Atmosphere / Q000737:chemistry; D001393:Azoles / Q000737:chemistry*; D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D005464:Fluorobenzenes / Q000737:chemistry*; D015394:Molecular Structure; D009532:Nickel / Q000737:chemistry*; D010100:Oxygen / Q000737:chemistry*; D013237:Stereoisomerism
D000480:Alkynes; D001393:Azoles; D005464:Fluorobenzenes; D003300:Copper; D009532:Nickel; D000114:Acetylene; D010100:Oxygen