有机化学 ›› 2012, Vol. 32 ›› Issue (08): 1410-1428.DOI: 10.6023/cjoc1110222 上一篇    下一篇

综述与进展

微波促进的点击化学

熊兴泉, 蔡雷, 唐忠科   

  1. 华侨大学材料科学与工程学院 福建省高校功能材料重点实验室 厦门 361021
  • 收稿日期:2011-10-21 修回日期:2011-12-18 出版日期:2012-08-25 发布日期:2012-03-05
  • 通讯作者: 熊兴泉 E-mail:xxqluli@hqu.edu.cn
  • 基金资助:

    国家自然科学基金(No. 21004024)、福建省自然科学基金(No. 2011J01046)、福建省“高校杰出青年科研人才培育计划”(No. 11FJPY02)和中央高校基本科研业务费(No. JB-SJ1002)资助项目.

Microwave-Assisted Click Chemistry

Xiong Xingquan, Cai Lei, Tang Zhongke   

  1. Key Laboratory for Functional Materials of Fujian Higher Education, College of Materials Science and Engineering, Huaqiao University, Xiamen 361021
  • Received:2011-10-21 Revised:2011-12-18 Online:2012-08-25 Published:2012-03-05
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No. 21004024), the Natural Science Foundation of Fujian Province (No. 2011J01046), the University Distinguished Young Research Talent Training Program of Fujian Province (No. 11FJPY02) and the Fundamental Research Funds for the Central Universities of China (No. JB-SJ1002).

自2001年Sharpless等提出点击化学概念以来, Cu(I)催化的炔与叠氮之间的1,3-偶极环加成反应(Cue-AAC)已经成为点击化学最成功的范例. Cue-AAC反应由于其良好的立体选择性、模块性以及官能团耐受性等特点迅速成为许多研究领域, 例如药物化学、材料科学等领域中的有力工具. 同时, 微波加热作为一种高效、绿色合成技术已越来越受到人们的重视, 相对于传统加热方式, 它能大幅缩短反应时间, 提高产率和纯度. 综述了近十年来利用微波加热与点击化学相结合的策略在合成生物大分子及小分子化合物库中的应用, 并对其发展前景作了展望.

关键词: 点击化学, 微波辅助, 有机合成, 生物大分子, 小分子, 绿色化学

Cu(I)-catalyzed azide-alkyne 1,3-dipolar cycloaddition (Cue-AAC), which is the best paradigm of “Click Chemistry” philosophy that was initially coined by Sharpless and co-workers at the very beginning of the third millennium, has been demonstrated as a powerful tool in numerous scientific fields including medicinal chemistry, materials science, etc., due to its superior stereoselectivity, modularity and functional group tolerance. Meanwhile, microwave irradiation has attracted increasingly much attention as a highly effective and green synthetic complement as this technique can distinctly reduce the time consumption and simultaneously enhance the yields and purity of a diverse range of organic reactions in comparison with conventional heating methods. Herein, recent tactics that combine Cue-AAC with microwave irradiation technique toward the construction of useful bio-macromolecules and small molecule libraries are reviewed while the prospective with respect to the future development of this specific area is offered.

Key words: click chemistry, microwave-assisted, organic synthesis, bio-macromolecules, small molecules, green chemistry