Journal
ORGANIC LETTERS
Volume 13, Issue 20, Pages 5568-5571Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol202248x
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Funding
- Ministry of Education, Culture, Sports, Science, and Technology of Japan
- Grants-in-Aid for Scientific Research [23790012, 23659008] Funding Source: KAKEN
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Oxidation of primary aliphatic aldehydes with p-trifluoromethylphenyl(difluoro)-lambda(3)-bromane in dichloromethane at 0 degrees C afforded acid fluorides selectively In good yields, while that of aromatic aldehydes In chloroform at room temperature produced aryl difluoromethyl ethers. A larger migratory aptitude of aryl groups compared to primary alkyl groups during a 1,2-shift from carbon to an electron-deficient oxygen atom in bromane(III) Criegee-type intermediates will result in these differences in the reaction courses.
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