高等学校化学学报

高等学校化学学报 ›› 2012, Vol. 33 ›› Issue (03): 507.doi: 10.3969/j.issn.0251-0790.2012.03.014

• 有机化学 • 上一篇    下一篇

无溶剂条件下氨基磺酸锂催化合成氧杂蒽化合物

王昭申2, 刘晨江1,2   

  1. 1. 石油化工天然气精细化工教育部&自治区重点实验室, 新疆大学理化测试中心,乌鲁木齐 830046;
    2. 乌鲁木齐绿色催化与合成技术重点实验室, 新疆大学化学化工学院, 乌鲁木齐 830046
  • 收稿日期:2011-04-25 出版日期:2012-03-10 发布日期:2012-03-10
  • 通讯作者: 刘晨江, 男, 博士, 教授, 主要从事有机合成方法学和功能杂环化合物的合成研究. E-mail:pxylcj@126.com
  • 基金资助:

    国家自然科学基金(批准号: 21162025, 20862016, 20662009)和乌鲁木齐市科技计划项目(批准号: H101133001)资助.

LiNH2SO3 Promoted Synthesis of 1,8-Dioxo-octahydroxanthene Under Solvent-free Conditions

WANG Zhao-Shen2, LIU Chen-Jiang1,2   

  1. 1. Key Laboratory of Oil and Gas Fine Chemicals, Ministry of Education, Physical and Chemical Testing Center, Xinjiang University, Urumqi 830046, China;
    2. Urumqi Key Laboratory of Green Catalysis and Synthesis Technology, School of Chemistry and Chemical Engineering, Xinjiang University, Urumqi 830046, China
  • Received:2011-04-25 Online:2012-03-10 Published:2012-03-10

PDF (PC)

被引次数

5

摘要：

在无溶剂条件下, 芳香醛与 5,5-二甲基-1,3-环己二酮或1,3-环己二酮经氨基磺酸锂催化缩合反应合成了氧杂蒽. 结果表明, 当催化剂用量为3%(摩尔分数)时, 在120 ℃反应 40~70 min, 产率高达 90% 以上. 此外, 探讨了该反应的氨基磺酸锂催化机理. 该合成方法具有操作简单, 反应时间短、 产率高及对环境友好等优点, 是现有氧杂蒽化合物合成方法的一个重要补充.

关键词: 氨基磺酸锂, 无溶剂, 芳香醛, 1,3-环己二酮, 氧杂蒽

Abstract:

An efficient synthesis of 9-aryl-1,2,3,4,5,6,7,8-octahydroxanthene-1,8-dione via condensation of aromatic aldehydes with 5,5-dimethyl-1,3-cyclohexanedione or cyclohexane-1,3-dione using LiNH2SO3 as an eco-friendly catalyst under solvent-free condition was described. The results indicate that the yields is up to 90% when using 3%(molar fraction) LiNH2SO3 and reacting at 120 ℃ for 40—70 min. Furthermore, a proposed reaction mechanism for the reaction catalyzed by LiNH2SO3 was speculated. The present methodology offers several advantages such as excellent yields, simple procedure, short reaction time and mild conditions making it an important supplement to the existing methods.

Key words: LiNH2SO3, Solvent-free, Aldehydes, Cyclohexane-1,3-dione, 9-Aryl-1,2,3,4,5,6,7,8-octahydroxanthene-1,8-dione

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