Oxidation of Alcohols under Mild Conditions Using Oxone/CaCl2/TEMPO

Chin. J. Org. Chem. ›› 2010, Vol. 30 ›› Issue (02): 250-253. Previous Articles Next Articles

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Oxone/CaCl₂/TEMPO体系在温和条件下对醇的氧化反应

陶晓春*^{,1，曹雄杰¹，余伟¹，张钧陶²}

(¹华东理工大学金属有机化学研究室上海 200237)
(²SH-Icon, Inc., 118 Peace Avenue, Bolingbrook, IL 60490, USA)

收稿日期:2009-05-15 修回日期:2009-07-04 发布日期:2010-02-20
通讯作者: 陶晓春 E-mail:xctao@ecust.edu.cn

Oxidation of Alcohols under Mild Conditions Using Oxone/CaCl₂/TEMPO

Tao Xiaochun*^{,1 Cao Xiongjie¹ Yu Wei¹ Zhang Juntao²}

(¹Laboratory of Organometallic Chemistry, East China University of Science and Technology, Shanghai 200237)
(²SH-Icon, Inc., 118 Peace Avenue, Bolingbrook, IL 60490, USA)

Received:2009-05-15 Revised:2009-07-04 Published:2010-02-20

Abstract

An efficient catalytic oxidization using a stable and safe oxone/CaCl₂/TEMPO (TEMPO＝2,2,6,6-Tetramethyl-1-piperidinyloxy) system to convert alkyl or benzyl alcohols to carbonyl compounds under room temperature is described. Primary benzyl alcohols are readily oxidized to the corresponding aldehydes in excellent yields (90%～96%). Secondary alcohols are converted to corresponding ketones in 81%～85% yields. Oxidative cyclization of 1,4-diol to γ-lactone in 94% is obtained.

Key words: oxone, alcohol, calcium chloride, TEMPO, oxidation

Cite this article

DAO Xiao-Chun, CAO Xiong-Jie, TU Wei, ZHANG Jun-Dao. Oxidation of Alcohols under Mild Conditions Using Oxone/CaCl₂/TEMPO[J]. Chin. J. Org. Chem., 2010, 30(02): 250-253.

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Oxone/CaCl₂/TEMPO体系在温和条件下对醇的氧化反应

Oxidation of Alcohols under Mild Conditions Using Oxone/CaCl₂/TEMPO

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Oxone/CaCl2/TEMPO体系在温和条件下对醇的氧化反应