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2012 >Issue 03: 597 - 600

DOI: https://doi.org/10.6023/cjoc1106033

研究简报

二取代烯基硼酸的氯化反应研究

  • 徐衍 ,
  • 李战雄 ,
  • 李慧 ,
  • 杨军
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  • 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

  网络出版日期: 2012-03-24

基金资助

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

收起

Chlorination Reaction of Disubstituted Alkenylboronic Acids

  • Xu Yan ,
  • Li Zhanxiong ,
  • Li Hui ,
  • Yang Jun
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  • a College of Textile and Clothing Engineering, Soochow University, Suzhou 215021;
    b Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032

Received date: 2011-06-03

  Revised date: 2011-10-20

  Online 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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摘要

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

本文引用格式

徐衍 , 李战雄 , 李慧 , 杨军 . 二取代烯基硼酸的氯化反应研究[J]. 有机化学, 2012 , (03) : 597 -600 . DOI: 10.6023/cjoc1106033

Abstract

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

参考文献

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