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Chin. J. Org. Chem. ›› 2012, Vol. ›› Issue (03): 597-600.DOI: 10.6023/cjoc1106033 Previous Articles     Next Articles

Notes

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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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