Chin. J. Org. Chem. ›› 2016, Vol. 36 ›› Issue (9): 2150-2156.DOI: 10.6023/cjoc201603047 Previous Articles     Next Articles

ARTICLE

一种以硒脲为原料高效合成5-氨基四氮唑类化合物的新方法

蒋筱莹a, 米治胜a, 郭冬艳b, 谢媛媛a,b, 金婷婷b, 王文慧b   

  1. a 浙江工业大学长三角绿色制药协同创新中心 杭州 310014;
    b 浙江工业大学药学院 杭州 310014
  • 收稿日期:2016-03-30 修回日期:2016-04-22 出版日期:2016-09-25 发布日期:2016-05-17
  • 通讯作者: 谢媛媛 E-mail:xyycz@zjut.edu.cn
  • 基金资助:

    国家自然科学基金(No.21576239)和浙江省钱江人才计划(No.2013R10059)资助项目.

An Efficient Method for the Synthesis of Substituted 5-Aminotetrazoles from Selenoureas

Jiang Xiaoyinga, Mi Zhishenga, Guo Dongyanb, Xie Yuanyuana,b, Jin Tingtingb, Wang Wenhuib   

  1. a Collaborative Innovation Center of Yangtze River Delta Region Green Pharmaceutical, Zhejiang University of Technology, Hangzhou 310014;
    b College of Pharmaceutical Sciences, Zhejiang University of Technology, Hangzhou 310014
  • Received:2016-03-30 Revised:2016-04-22 Online:2016-09-25 Published:2016-05-17
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No.21576239) and the Qianjiang Talent Project of Science Technology Department of Zhejiang Province (No.2013R10059).

The method to synthesize 5-aminotetrazoles starting from 1,3-disubtituted selenoureas using ion-supported hypervalent iodine(Ⅲ) reagent and sodium azide via electrocyclization has been discovered. The reaction has some advantages, such as using green and recyclable reagent[dibmim]+[PF6]-, environmental benign, short reaction time, good selectivity and high yield. The reaction is in line with the requirements of green chemistry.

Key words: selenourea, ionic liquids, hypervalent iodine(Ⅲ), electrocyclization, aminotetrazoles