1,3-二炔的合成

江玉波; 刘耀文; 张文生; 成会玲; 匡春香; 陈阵

doi:10.7536/PC150825

化学进展 ›› 2016, Vol. 28 ›› Issue (4) :507-527 DOI: 10.7536/PC150825

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1,3-二炔的合成

^1*

作者信息 +

Synthesis of 1,3-Diynes

Jiang Yubo¹, Liu Yaowen¹, Zhang Wensheng², Cheng Huiling¹, Kuang Chunxiang³, Chen Zhen^1*

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文章历史 +

摘要

随着1,3-二炔类化合物在有机合成及功能材料等领域的广泛应用,它的合成引起了广大研究者的关注.本文阐述了1,3-二炔类化合物的合成发展历史,着重综述了近十年来1,3-二炔类化合物的合成发展情况,按原料类别进行介绍,主要包括以末端炔、炔基卤化物、金属炔化物和烯基卤化物等为原料合成1,3-二炔化合物的新成果.文章还分析了一些合成方法在医药领域的应用和重要的反应机理,并总结了该类化合物的合成及未来发展方向.

Abstract

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

Graphical abstract

关键词

1,3-二炔 / 末端炔 / 炔基卤化物 / 金属炔化物 / 烯基卤化物

Key words

1,3-diyne / terminal alkyne / alkynyl halides / metal acetylides / alkenyl halide

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江玉波, 刘耀文, 张文生, 成会玲, 匡春香, 陈阵. 1,3-二炔的合成[J]. 化学进展, 2016, 28(4): 507-527 DOI:10.7536/PC150825

Jiang Yubo, Liu Yaowen, Zhang Wensheng, Cheng Huiling, Kuang Chunxiang, Chen Zhen. Synthesis of 1,3-Diynes[J]. Progress in Chemistry, 2016, 28(4): 507-527 DOI:10.7536/PC150825

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