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Progress in Chemistry 2016, Vol. 28 Issue (4): 507-527 DOI: 10.7536/PC150825 Previous Articles   Next Articles

• Review and comments •

Synthesis of 1,3-Diynes

Jiang Yubo1, Liu Yaowen1, Zhang Wensheng2, Cheng Huiling1, Kuang Chunxiang3, Chen Zhen1*   

  1. 1. Faculty of Science, Kunming University of Science and Technology, Kunming 650500, China;
    2. School of Science and Technology, Jiaozuo Teachers' College, Jiaozuo 454000, China;
    3. Department of Chemistry, Tongji University, Shanghai 200092, China
  • Received: Revised: Online: Published:
  • Supported by:
    The work was supported by the National Natural Science Foundation of China(No. 51464021).
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Much attention has been paid to the synthesis of 1,3-diynes with the development of its wide applications in the fields of organic synthesis and functional materials. This review describes the synthesis history of the 1,3-diynes and emphatically the synthesis development of 1,3-diynes in recent 10 years. It introduces the new achievements in synthesis of 1,3-diynes from its starting materials including terminal alkynes, alkynyl halides, metal acetylides, alkenyl halides, and other precursors. Medical applications of some reactions and relevant mechanisms are also described in this paper. Finally, the synthesis of 1,3-diynes is concluded and the development trends in the field of 1,3-diynes synthesis are proposed.

Contents
1 Introduction
2 Synthesis from terminal alkynes
2.1 Catalyzed by Pd-Cu
2.2 Catalyzed by Pd
2.3 Catalyzed by Cu
2.4 Other methods from terminal alkynes
3 Synthesis from alkynyl halides
4 Synthesis from metal acetylides
5 Synthesis from alkenyl halides
6 Other methods
7 Conclusion

Key words: 1,3-diyne, terminal alkyne, alkynyl halides, metal acetylides, alkenyl halide

CLC Number: 

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Abstract

Synthesis of 1,3-Diynes