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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
ABSTRACT

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.

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Sigma-Aldrich
2-Phenylpyridine, 98%