Abstract
An efficient, facile, and rapid oxidation of alcohols to the corresponding aldehydes or ketones with a stoichiometric amount of iodosobenzene (PhIO) in the presence of catalytic amounts of 2,2,6,6-tetramethyl-1-piperidinyloxyl free radical (TEMPO), KBr, and a surfactant, such as SDS (sodium dodecylsulfate), was reported. The oxidation proceeded in water at room temperature to afford aldehydes or ketones in excellent yields and high selectivity without overoxidation to carboxylic acids. Selective oxidation of primary alcohols in the presence of secondary alcohols was also achieved with the catalytic system of PhIO/TEMPO/KBr/SDS. A possible mechanism for the oxidation was supposed.
Original language | English |
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Pages (from-to) | 2057-2066 |
Number of pages | 10 |
Journal | Synthetic Communications |
Volume | 40 |
Issue number | 14 |
DOIs | |
State | Published - Jan 2010 |
Externally published | Yes |
Keywords
- Alcohols
- Iodosobenzene
- Oxidation
- TEMPO
- Water as solvent