一种合成烷基取代的1,2,3-三唑类化合物的新方法

doi:10.6023/cjoc201505040

有机化学 ›› 2015, Vol. 35 ›› Issue (12): 2589-2594.DOI: 10.6023/cjoc201505040 上一篇下一篇

研究论文

一种合成烷基取代的1,2,3-三唑类化合物的新方法

谢明胜, 唐浩鑫, 张一铭, 郭真, 郭海明, 渠桂荣

河南师范大学化学化工学院新乡 453007

收稿日期:2015-05-27 修回日期:2015-08-09 发布日期:2015-08-25
通讯作者: 渠桂荣 E-mail:quguir@sina.com
基金资助:
国家自然科学基金(Nos. 21172059, 21372066, 21402041)、高等学校博士学科点专项科研基金(No. 20124104110006)和国家大学生创新性实验计划(Nos. 201310476035, 201410476027)资助项目.

A New Method for the Synthesis of Alkyl-Substituted 1,2,3-Triazole Compounds

Xie Mingsheng, Tang Haoxin, Zhang Yiming, Guo Zhen, Guo Haiming, Qu Guirong

School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang 453007

Received:2015-05-27 Revised:2015-08-09 Published:2015-08-25
Supported by:
Project supported by the National Natural Science Foundation of China (Nos. 21172059, 21372066, 21402041), the Research Fund for the Doctoral Program of Higher Education (No. 20124104110006), and the Creative Experimental Project of National Undergraduate Students (Nos. 201310476035, 201410476027).

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摘要/Abstract

随着1,2,3-三唑衍生物在医药、农药、材料等领域的广泛应用, 其合成引起了广大化学工作者的关注. 但是对1,2,3-三唑衍生物N(1)位官能团的转换还很少有人研究. 通过碱和一价铜作为催化剂, 将N(1)位为磺酰基的1,2,3-三唑"一锅两步"转化为N(1)位为苄基、取代苄基、烷基或卤代烷基的1,2,3-三唑衍生物. 该方法具有反应条件温和、操作简单等特点. 同时, 我们根据捕捉到的反应中间体对反应机理进行了推测.

关键词: 1,2,3-三唑, 官能团转换, 烷基取代, 一锅两步

1,2,3-Trizaole derivatives have been widely used in the fields of medicine pesticide and materials. Thus, much attention has been paid to the synthesis of various 1,2,3-trizaole derivatives. However, the transformation of function group at N(1) position of 1,2,3-triazole derivatives was less studied. In this paper, in the presence of base and using copper salt as the catalyst, the sulfonyl group of 1,2,3-triazole derivatives could be transformed to other function groups in a "one-pot two-steps" manner, including benzyl, substituted benzyl, halide substituted alkyl or alkyl groups. This method exhibited mild reaction conditions and simple operation. Meanwhile, based on the captured reaction intermediate, the reaction mechanism was also proposed.

Key words: 1,2,3-triazole, function group transformation, alkyl-substituted, one-pot two-steps

引用此文

谢明胜, 唐浩鑫, 张一铭, 郭真, 郭海明, 渠桂荣. 一种合成烷基取代的1,2,3-三唑类化合物的新方法[J]. 有机化学, 2015, 35(12): 2589-2594.

Xie Mingsheng, Tang Haoxin, Zhang Yiming, Guo Zhen, Guo Haiming, Qu Guirong. A New Method for the Synthesis of Alkyl-Substituted 1,2,3-Triazole Compounds[J]. Chin. J. Org. Chem., 2015, 35(12): 2589-2594.

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一种合成烷基取代的1,2,3-三唑类化合物的新方法

A New Method for the Synthesis of Alkyl-Substituted 1,2,3-Triazole Compounds

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