Journal
CHINESE JOURNAL OF ORGANIC CHEMISTRY
Volume 38, Issue 4, Pages 863-870Publisher
SCIENCE PRESS
DOI: 10.6023/cjoc201710025
Keywords
trifluoromethylation; Togni reagent; catalyst; enamide
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Funding
- Prospective Study Program of Jiangsu Province [BY2015039-08]
- National Natural Science Foundation of China [21472133]
- Priority Academic Program Development of Jiangsu Higher Education Institutions
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A novel CuI-catalyzed trifluoromethylation of non-terminal enamides was investigated. N-At ylvinyl-substituted benzamide reacted with Togni reagent in dichloroethvlane to afford N-(3,3,3-trifluoro-2-arylprop-1-en-1-yl) substituted benzamide. The reaction proceeded at 90 degrees C in air atmosphere in the presence of base and ligands. Control experiment shows that the Togni reagent firstly released CF3 radical in the presence of copper(I) salts and CF3 radical selectively added to the carbon-carbon double bond of beta-position of enamides.
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