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Merck

Cobalt-catalyzed hydroarylation of alkynes through chelation-assisted C-H bond activation.

Journal of the American Chemical Society (2010-08-18)
Ke Gao, Pin-Sheng Lee, Takeshi Fujita, Naohiko Yoshikai
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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.

MATERIALS
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Sigma-Aldrich
2-Phenylpyridine, 98%