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三组分反应合成多官能团化α-氰基噻吩的简便方法

高玉祥1,2, 孙军3, 徐显秀1, 刘群1   

    1. 东北师范大学化学学院, 长春 130024;
    2. 通化师范学院化学系, 通化 134002;
    3. 吉林市质量技术监督局, 吉林 132001
  • 收稿日期:2008-04-23 修回日期:1900-01-01 出版日期:2009-01-10 发布日期:2009-01-10
  • 通讯作者: 徐显秀

Convenient Synthesis of Highly Functionalized α-Cyanothiophene Derivatives via Three-component Reaction

GAO Yu-Xiang1,2, SUN Jun3, XU Xian-Xiu1*, LIU Qun1   

    1. Department of Chemistry, Northeast Normal University, Changchun 130024, China;
    2. Department of Chemistry, Tonghua Normal University, Tonghua 134002, China;
    3. Jilin City Bureau Quality and Technical Supervision, Jilin 132001, China
  • Received:2008-04-23 Revised:1900-01-01 Online:2009-01-10 Published:2009-01-10
  • Contact: XU Xian-Xiu

摘要: 本文报道了一种利用多组分反应合成α-氰基噻吩的新方法. 在碱存在条件下, β-二羰基化合物、二硫化碳和溴乙腈经过连续的多步反应, “一锅”合成多官能团化的α-氰基噻吩. 该方法简洁, 条件温和, 产率高.

关键词: 三组分反应, α-氰基噻吩, β-二羰基化合物, α-羰基二硫缩烯酮

Abstract: A convenient one-pot synthesis of highly functionalized α-cyanothiophene derivatives(4) by three-component reactions was developed. In the presence of K2CO3, 1,3-dicarbonyl compounds 1 reacted with CS2(2) and bromoacetonitrile(3) resulted in the formation of functionalized α-cyanothiophenes(4) in high yields. The simplicity of execution, mild conditions, ready availability of substrates and high yields, make this synthetic strategy considerably attractive for academic research and practical applications.

Key words: Three-component reactions, α-Cyanothiophene, 1,3-Dicarbonyl compounds, α-Oxo ketene-(S,S)-acetals

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