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- Title
Fluorodecarboxylation for the Synthesis of Trifluoromethyl Aryl Ethers.
- Authors
Zhang, Qing ‐ Wei; Brusoe, Andrew T.; Mascitti, Vincent; Hesp, Kevin D.; Blakemore, David C.; Kohrt, Jeffrey T.; Hartwig, John F.
- Abstract
The synthesis of mono-, di-, and trifluoromethyl aryl ethers by fluorodecarboxylation of the corresponding carboxylic acids is reported. AgF2 induces decarboxylation of aryloxydifluoroacetic acids, and AgF, either generated in situ or added separately, serves as a source of fluorine to generate the fluorodecarboxylation products. The addition of 2,6-difluoropyridine increased the reactivity of AgF2, thereby increasing the range of functional groups and electronic properties of the aryl groups that are tolerated. The reaction conditions used for the formation of trifluoromethyl aryl ethers also served to form difluoromethyl and monofluoromethyl aryl ethers.
- Subjects
DECARBOXYLATION; TRIFLUOROMETHYL compounds synthesis; ARYL group; DIFLUOROMETHYL compounds; FLUORINE; CARBOXYLIC acids
- Publication
Angewandte Chemie, 2016, Vol 128, Issue 33, p9910
- ISSN
0044-8249
- Publication type
Article
- DOI
10.1002/ange.201604793