Journal
ORGANIC LETTERS
Volume 21, Issue 21, Pages 8625-8629Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.9b03230
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Funding
- Research Grants Council of Hong Kong [CUHK 24301217]
- Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences
- Chinese University of Hong Kong (the Faculty Strategic Fund for Research from the Faculty of Science)
- Chinese University of Hong Kong (Direct Grant for Research)
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A catalytic method for the trifluoromethylalkynylation of unactivated alkenes is presented. The reaction is catalyzed by silver(I) trifluoroacetate for the simultaneous construction of two C-C bonds (alkyl-alkyne and alkyl-CF3). By employing versatile hypervalent iodine reagents, ethynylbenziodoxolones, useful trifluoromethylalkynylated compounds can be prepared from simple alkenes displaying excellent functional group tolerability. A radical mechanism is proposed with supporting evidence, providing a new entry to silver(I)-catalyzed trifluoromethylation reactions.
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