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有机化学
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有机化学 ›› 2012, Vol. ›› Issue (03): 597-600.DOI: 10.6023/cjoc1106033 上一篇    下一篇

研究简报

二取代烯基硼酸的氯化反应研究

徐衍a, 李战雄a, 李慧b, 杨军b   

  1. a 苏州大学纺织与服装工程学院 苏州 215021;
    b 中国科学院上海有机化学研究所 上海 200032
  • 收稿日期:2011-06-03 修回日期:2011-10-20 发布日期:2012-03-24
  • 通讯作者: 杨军 E-mail:yangj@mail.sioc.ac.cn
  • 基金资助:

    国家自然科学基金(Nos. 91017006, 90917017, 90817008, 20802088)资助项目.

Chlorination Reaction of Disubstituted Alkenylboronic Acids

Xu Yana, Li Zhanxionga, Li Huib, Yang Junb   

  1. a College of Textile and Clothing Engineering, Soochow University, Suzhou 215021;
    b Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032
  • Received:2011-06-03 Revised:2011-10-20 Published:2012-03-24
  • Supported by:

    Project supported by the National Natural Science Foundation of China (Nos. 91017006, 90917017, 90817008, 20802088).

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被引次数

1

由二取代烯基硼酸[4-substituted-1,2-oxaborol-2(5H)-ol]与N-氯代丁二酰亚胺(NCS)在甲醇中常温反应0.5 h, 可以中等到良好的收率构型保持地合成得到取代的(Z)-3-氯烯丙醇, 产物经1H NMR, 13C NMR, FT-IR, MS 和HRMS 鉴定.通过该方法合成取代的(Z)-3-氯烯丙醇操作简便, 反应条件温和, 收率较高且反应构型能够得到保持.

关键词: 合成, 烯基硼酸, 卤代反应, (Z)-2-取代-3-氯烯丙醇

The chlorination reaction of 4-substituted-1,2-oxaborol-2(5H)-ols with N-chlorosuccinimide (NCS) afford (Z)-2-substituted-3-chloroallyl alcohol in moderate to good yields under the optimized condition. The structures of the products were identified by 1H NMR, 13C NMR, FT-IR and MS techniques. This method is simple, mild, high yield and the configuration is maintained.

Key words: synthesis, alkenylboronic acid, chlorination, (Z)-2-substituted-3-chloro allyl alcohol