研究简报

NaBH4/I2介导的醇的碘化反应

  • 樊正宁 ,
  • 张博 ,
  • 席婵娟
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  • a 清华大学化学系 生命有机磷化学及化学生物学教育部重点实验室 北京 100084;
    b 南开大学元素有机化学国家重点实验室 天津 300071

收稿日期: 2019-03-20

  修回日期: 2019-04-17

  网络出版日期: 2019-04-26

基金资助

国家自然科学基金(Nos.21871163,91645120)资助项目.

NaBH4/I2-Mediated Efficient Iodination of Alcohols

  • Fan Zhengning ,
  • Zhang Bo ,
  • Xi Chanjuan
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  • a Key Laboratory of Bioorganic Phosphorus Chemistry & Chemical Biology, Ministry of Education, Department of Chemistry, Tsinghua University, Beijing 100084;
    b State Key Laboratory of Elemento-organic Chemistry, Nankai University, Tianjin 300071

Received date: 2019-03-20

  Revised date: 2019-04-17

  Online published: 2019-04-26

Supported by

Project supported by the National Natural Science Foundation of China (Nos. 21871163, 91645120).

摘要

有机碘化合物在有机合成中具有重要作用,可用于碳-碳键和碳-杂原子键的形成反应中,发展有机碘化物的高效制备尤为重要.报道了一种利用廉价、安全和易得的硼氢化钠和碘单质在1,4-二氧六环中将醇类化合物转化为对应碘化物的反应.该方法对于苄醇类化合物和烷基醇类化合物十分有效,而烯丙基类醇和二级三级醇则不反应.

关键词: ; 碘化物; 硼氢化钠; 碘化

本文引用格式

樊正宁 , 张博 , 席婵娟 . NaBH4/I2介导的醇的碘化反应[J]. 有机化学, 2019 , 39(8) : 2333 -2337 . DOI: 10.6023/cjoc201903036

Abstract

A simple, mild, and high yielding procedure for the iodination of alcohols using a combination of NaBH4 and I2 is described. The effectiveness of the protocol is achieved with benzylic alcohols and primary alkylic alcohols whereas allylic and secondary alcohols are found to be unreactive.

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