Cobalt-catalyzed hydroarylation of alkynes through chelation-assisted C-H bond activation.
Ternary catalytic systems consisting of cobalt salts, phosphine ligands, and Grignard reagents promote addition of arylpyridines and imines to unactivated internal alkynes with high regio- and stereoselectivities. Deuterium-labeling experiments suggest that the reaction involves chelation-assisted oxidative addition of the aryl C-H bond to the cobalt center and insertion of the C-C triple bond into the Co-H bond, followed by reductive elimination of the resulting diorganocobalt species.
Gao
Ke
K
Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological Univeristy, 21 Nanyang Link, Singapore 637371.
Lee
Pin-Sheng
PS
Fujita
Takeshi
T
Yoshikai
Naohiko
N
D000480:Alkynes / Q000737:chemistry*; D002384:Catalysis; D003035:Cobalt / Q000737:chemistry*; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry; D011725:Pyridines / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
D000480:Alkynes; D009942:Organometallic Compounds; D011725:Pyridines; C058324:2-phenylpyridine; D003035:Cobalt