Journal
JOURNAL OF FLUORINE CHEMISTRY
Volume 131, Issue 2, Pages 200-207Publisher
ELSEVIER SCIENCE SA
DOI: 10.1016/j.jfluchem.2009.11.006
Keywords
Trifluoromethoxylation; Trifluoromethoxide; Trifluoromethyl triflate; Trifluoromethyl trifluoromethanesulfonate; Trifluoromethoxy-substitued compounds
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Funding
- Bayer CropScience Co.
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Commercially available fluorides (silver fluoride and n-tetrabutylammonium triphenyldifluorosilicate), combined with TFMT, allow a simple generation, in situ, of silver and n-tetrabutylammonium trifluoromethoxides which were able to react with electrophilic substrates. Silver trifluoromethoxide, which is usually more efficient than n-tetrabutylammonium trifluoromethoxide, converts, under mild conditions, primary aliphatic bromides and iodides, as well as primary and secondary benzylic or allylic bromides to the corresponding trifluoromethoxylated compounds. Several trifluoromethyl ethers, which could be valuable building-blocks, were prepared in such a way. (C) 2009 Elsevier B.V. All rights reserved.
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