Catalytic oxidation of alcohols to corresponding aldehydes or ketones with TEMPO-mediated iodosobenzene in water in the presence of a surfactant

Chenjie Zhu, Yunyang Wei, Lei Ji

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摘要

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.

源语言英语
页(从-至)2057-2066
页数10
期刊Synthetic Communications
40
14
DOI
出版状态已出版 - 1月 2010
已对外发布

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