Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 77, Issue 18, Pages 8131-8141Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo301477s
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Funding
- National Science Foundation (CAREER Award [CHE-0847262]
- Direct For Mathematical & Physical Scien
- Division Of Chemistry [0847262] Funding Source: National Science Foundation
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A simple, mild method for the oxidation of alpha-trifluoromethyl alcohols to trifluoromethyl ketones (TFMKs) using the oxoammonium salt 4-acetylamino-2,2,6,6-tetrame-thylpiperidine-1-oxoammonium tetrafluoroborate (1) is described. Under basic conditions, oxidation proceeds rapidly and affords good to excellent yields of TFMKs, without concomitant formation of the hydrate. The byproduct of the oxidation, 4-acetylamino-2,2,6,6-tetramethyl-1-piperidinyloxy (1c), is easily recovered and can be conveniently reoxidized to regenerate the oxoammonium salt.
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