中文
Earlier issues
Announcement
More
Progress in Chemistry 2004, Vol. 16 Issue (06): 926- Previous Articles   Next Articles

• Review •

Development of the Anodic Cyanation Reaction

Zhao Ping1;Yin Yingwu1,2**   

  1. (1.Department of Chemistry, Tsinghua University, Beijing 100084, China; 2.Beijing TH-UNIS Insight Co., Ltd., Beijing 100084, China)
  • Received: Revised: Online: Published:
  • Contact: Yin Yingwu
PDF ( 1538 ) Cited
Export

EndNote

Ris

BibTeX

A comprehensive review on the recent development of anodic cyanation reaction used in electroorganic synthesis is given in this paper. The research on anodic cyanation of amine, heterooyclic compounds and aromatic com-pounds is presented. Furthermore, the emulsion technology used in anodic cyanation is discussed in detail.
Key words: anodic cyanation, amine, heterocyclic compounds, aromatic compounds, emulsion technology, elec-troorganic synthesis

CLC Number: 

[ 1 ] Chiba T, Takata Y. J . Org. Chem. , 1977 , 42 (18) : 2973 —2977
[ 2 ] Michel S , Le Gall E , Hurvois J P , Moinet C , Tallee A , Uriac P ,Toupet L. Liebigs Ann. Recueil , 1997 , 259 —267
[ 3 ] Le Gall E , Hurvois J P , Renaud T, Moinet C , Tallec A , Uriac P , Sinbandhit S , Toupet L. Leibigs Ann. Recueil , 1997 , 2089 —2101
[ 4 ] Le Gall E , Hurvois J P , Sinbandhit S. Eur. J . Org. Chem.1999 , 2645 —2653
[ 5 ] 赵萍(Zhao P) , 尹应武(Yin Y W) . 有机化学(Chin. J . Org.Chem. ) , 2003 , 23 (7) : 628 —635
[ 6 ] Le Gall E , Malassene R , Toupet L , Hurvois J P , Moinet C. Syn lett , 1999 , (9) : 1383 —1386
[ 7 ] Yang T K, Yeh S T, Lay Y Y. Heterocycles , 1994 , 38 : 1711
[ 8 ] Zhao P , Yin Y W. J . Heterocyclic Chem. , 2004 , 41 (2) : 157 —160
[ 9 ] Zhao P , Yin Y W. Chin. Chem. Lett . , 2004 , 15 (9) : 1043 —1046
[10] Konno A , Fuchigami T, Fujita Y, Nonaka T. J . Org. Chem. ,1990 , 55 : 1953 —1954
[11] Yoshida K, Kitabayashi H. Bull . Chem. Soc. Jpn. , 1987 , 60 :3693 —3696
[12] Yoshida K, Toyooka Y, Takeda K. J . Heterocyclic Chem. ,1995 , 32 : 701 —702
[13] Yoshida K. J . Am. Chem. Soc. , 1979 , 101 (8) : 2116 —2121
[14] Yoshida K, Miyoshi K. J . Chem. Soc. , Perkin Trans. 1 , 1992 ,333 —335
[15] Tsutsumi S , Koyama K. Discuss. Faraday Soc. , 1968 , 45 :247 —253
[16] Eberson L , Nilsson S. Discuss. Faraday Soc. , 1968 , 45 : 242 —246
[17] Yoshida K, Takeda K, Fueno T. J . Chem. Soc. , Perkin Trans.1 , 1993 , 3095 —3098
[18] Susuki T, Koyama K, Omori A , Tsutsum S. Bull . Chem. Soc.Jpn. , 1968 , 41 : 2663 —2668
[19] Koyama K, Susuki T, Tsutsumi S. Tetrahedron , 1966 , 23 : 2675-2681
[20] Koyama K, Susuki T, Tsutsumi S. Tetrahedron Lett . , 1965 ,(11) : 627 —630
[21] Parker V D , Burgert B E. Tetrahedron Lett . , 1965 , 45 : 4065 —4068
[22] Andreades S , Zahnow E W. J . Am. Chem. Soc. , 1969 , 91 :4181 —4190
[23] Yoshida K, Takayuki F. J . Org. Chem. , 1972 , 37 ( 25 ) :4145 —4147
[24] Laurent E , Rauniyar G, Thomalla M. J . Appl . Electrochem. ,1984 , 14 : 741 —748
[25] Eberson L , Helgee B. Acta Chemica Scandinavica B , 1975 , 29 :451 —456
[26] Eberson L , Helgee B. Chemica Scripta , 1974 , 5 : 47 —48
[1] Liqing Li, Minghao Zheng, Dandan Jiang, Shuxin Cao, Kunming Liu, Jinbiao Liu. Colorimetric and Fluorescent Probes Based on the Oxidation of o-Phenylenediamine for the Detection of Bio-Molecules [J]. Progress in Chemistry, 2022, 34(8): 1815-1830.
[2] Yajuan Wu, Jingwen Luo, Yongji Huang. Catalytic Synthesis of N,N-Dimethylformamide from Carbon Dioxide and Dimethylamine [J]. Progress in Chemistry, 2022, 34(6): 1431-1439.
[3] Xinhua Cao, Qingqing Han, Aiping Gao, Guixia Wang. Supramolecular Gel with Response Towards Gaseous Acid and Organic Amine [J]. Progress in Chemistry, 2021, 33(9): 1538-1549.
[4] Ximeng Cheng, Qingrui Zhang. Functional Protein Based Nanomaterials for Environmental Protection Application [J]. Progress in Chemistry, 2021, 33(4): 678-688.
[5] Yujue Wang, Min Hu, Xiao Li, Nan Xu. Chemical Composition, Sources and Formation Mechanisms of Particulate Brown Carbon in the Atmosphere [J]. Progress in Chemistry, 2020, 32(5): 627-641.
[6] Xinzhi Wang, Hongli Wang, Feng Shi. Alcohol Amination for N-Alkyl Amine Synthesis with Heterogeneous Catalysts [J]. Progress in Chemistry, 2020, 32(2/3): 162-178.
[7] Jie Yu, Liu-Zhu Gong. Discovery and Typical Advances of Chiral Amino Amide Catalysts [J]. Progress in Chemistry, 2020, 32(11): 1729-1744.
[8] Ruipu Zhang, Runze Zhang, Sanzhong Luo. Bio-Inspired ortho-Quinone Catalysis [J]. Progress in Chemistry, 2020, 32(11): 1753-1765.
[9] Ping Yang, Minjie Liu, Hao Zhang, Wenting Guo, Chaoyang Lv, Di Liu. Reductive Amination of Nitroarenes and Alcohols: Catalyst and Catalytic Mechanism [J]. Progress in Chemistry, 2020, 32(1): 72-83.
[10] He Chen, Shuaiqi Zhang, Zhixue Zhao, Meng Liu, Qingrui Zhang. Application of Dopamine Functional Materials in Water Pollution Control [J]. Progress in Chemistry, 2019, 31(4): 571-579.
[11] Tianyi Shang, Qiyan Lv, Yan Liu, Bing Yu. Application of Ugi/Diels-Alder Tandem Reaction in the Construction of Heterocyclic Compounds [J]. Progress in Chemistry, 2019, 31(10): 1362-1371.
[12] Dengxu Wang, Jinfeng Cao, Dongdong Han, Wensi Li, Shengyu Feng. Novel Organosilicon Synthetic Methodologies [J]. Progress in Chemistry, 2019, 31(1): 110-120.
[13] Mengya Yuan, Xiaoyun Chen*, Shengling Lin*. Synthesis of the Functionalized Enamine [J]. Progress in Chemistry, 2018, 30(8): 1082-1096.
[14] Hong Li, Yuanyuan Zhao, Haonan Peng. Dopamine Based Nanomaterials for Biomedical Applications [J]. Progress in Chemistry, 2018, 30(8): 1228-1241.
[15] Xiaoyu Liu, Tao Xiao, Yong Qin. Total Synthesis of the Akuammiline Alkaloid Strictamine [J]. Progress in Chemistry, 2018, 30(5): 578-585.