Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 57, Issue 1, Pages 292-295Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201711050
Keywords
alcohols; nucleophilic substitution; synthetic methods; trifluoromethoxylation; trifluoromethyl arylsulfonate
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Funding
- State Key Laboratory of Elemento-organic Chemistry
- National Key Research and Development Program of China [2016YFA0602900]
- NFSC [21402098, 21421062, 21522205]
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The first example of a direct dehydroxytrifluoromethoxylation of alcohols has been developed. This method generated an alkyl fluoroformate insitu from alcohols, followed by nucleophilic trifluoromethoxylation with trifluoromethyl arylsulfonate (TFMS) as the trifluoromethoxylation reagent. The reaction is operationally simple and scalable, and it proceeds under mild reaction conditions to provide access to a wide range of trifluoromethyl ethers from alcohols. In addition, this method is suitable for the late-stage trifluoromethoxylation of complex small molecules.
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