Journal
ORGANIC LETTERS
Volume 19, Issue 17, Pages 4452-4455Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.7b01971
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Funding
- AMED
- grant for Platform for Drug Discovery, Informatics and Structural Life Science
- [16H05077]
- Grants-in-Aid for Scientific Research [16H05077, 17J03268] Funding Source: KAKEN
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Photoenols generated in situ from ortho-methyl-substituted phenylketones such as benzophenones and acetophenones were trifluoromethylated with Togni reagent without any additive or catalyst. This trifluoromethylation reaction proceeded smoothly under photoirradiation conditions (365 nm). Various functional groups were tolerant of the reaction conditions. Interestingly, the trifluoromethyl group was exclusively introduced at the ortho-benzylic position. Mechanistic studies suggested that this reaction proceeds via formation of a photoenol, not via a radical pathway.
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