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有机化学
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有机化学 ›› 2010, Vol. 30 ›› Issue (02): 250-253. 上一篇    下一篇

研究论文

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. (1华东理工大学金属有机化学研究室 上海 200237)
    (2 SH-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   

  1. (1 Laboratory of Organometallic Chemistry, East China University of Science and Technology, Shanghai 200237)
    (2 SH-Icon, Inc., 118 Peace Avenue, Bolingbrook, IL 60490, USA)
  • Received:2009-05-15 Revised:2009-07-04 Published:2010-02-20

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Oxone/TEMPO/CaCl2 (TEMPO＝2,2,6,6-Tetramethyl-1-piperidinyloxy)是一种稳定安全和易得的氧化催化体系, 在室温条件下, 可以氧化苄基或烷基醇生成醛或酮. 苄基伯醇很容易被氧化成相应的醛, 有较高的反应收率(90%～96%), 仲醇氧化成相应的酮, 收率在81%～85%之间, 1,4-丁二醇环氧化生成γ-丁内酯得到了94%的收率.

关键词: Oxone, 醇, CaCl2, TEMPO, 氧化

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