Journal
ORGANIC LETTERS
Volume 12, Issue 18, Pages 4180-4183Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol101777x
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Funding
- National Research Foundation, Singapore [NRF-RF2009-05]
- Nanyang Technological University
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A ternary catalytic system consisting of a cobalt salt, a diphosphine ligand, and a Grignard reagent promotes syn-addition of an azole C(2)-H bond across an unactivated internal alkyne with high chemo-, regio-, and stereoselectivities under mild conditions. Mechanistic experiments suggest that the reaction involves oxidative addition of the oxazolyl C-H bond to the cobalt center, alkyne insertion into the Co-H bond, and reductive elimination of the resulting diorganocobalt species.
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