Visible-light-promoted organic dye catalyzed perfluoroalkylation of hydrazones under mild conditions

作者: Ming-Dong Zhou , Zhen Peng , Lei Li , He Wang

DOI: 10.1016/J.TETLET.2019.151124

关键词:

摘要: Abstract A general and facile visible-light-promoted organic dye catalyzed perfluoroalkylation of hydrazones has been developed using inexpensive non-toxic Eosin Y as the photoredox catalyst under mild conditions. This reaction protocol exhibits synthetic simplicity, broad scope substrates, excellent functional group compatibility. gram scale synthesis can be also facilitated with a satisfactory yield, which opens up possibility practical applications.

参考文章(87)
Zhaodong Li, Andrés García-Domínguez, Cristina Nevado, Pd-Catalyzed Stereoselective Carboperfluoroalkylation of Alkynes Journal of the American Chemical Society. ,vol. 137, pp. 11610- 11613 ,(2015) , 10.1021/JACS.5B07432
K. Muller, C. Faeh, F. Diederich, Fluorine in Pharmaceuticals: Looking Beyond Intuition. Science. ,vol. 317, pp. 1881- 1886 ,(2007) , 10.1126/SCIENCE.1131943
D. M. Schultz, T. P. Yoon, Solar Synthesis: Prospects in Visible Light Photocatalysis Science. ,vol. 343, pp. 1239176- 1239176 ,(2014) , 10.1126/SCIENCE.1239176
Christopher K. Prier, Danica A. Rankic, David W. C. MacMillan, Visible Light Photoredox Catalysis with Transition Metal Complexes: Applications in Organic Synthesis Chemical Reviews. ,vol. 113, pp. 5322- 5363 ,(2013) , 10.1021/CR300503R
Michael G. Campbell, Tobias Ritter, Modern carbon-fluorine bond forming reactions for aryl fluoride synthesis. Chemical Reviews. ,vol. 115, pp. 612- 633 ,(2015) , 10.1021/CR500366B
Julie Charpentier, Natalja Früh, Antonio Togni, Electrophilic Trifluoromethylation by Use of Hypervalent Iodine Reagents Chemical Reviews. ,vol. 115, pp. 650- 682 ,(2015) , 10.1021/CR500223H
Jagan M. R. Narayanam, Corey R. J. Stephenson, Visible light photoredox catalysis: applications in organic synthesis Chemical Society Reviews. ,vol. 40, pp. 102- 113 ,(2011) , 10.1039/B913880N
Theresa Liang, Constanze N. Neumann, Tobias Ritter, Introduction of Fluorine and Fluorine-Containing Functional Groups Angewandte Chemie. ,vol. 52, pp. 8214- 8264 ,(2013) , 10.1002/ANIE.201206566
Sophie Purser, Peter R. Moore, Steve Swallow, Véronique Gouverneur, Fluorine in medicinal chemistry. Chemical Society Reviews. ,vol. 37, pp. 320- 330 ,(2008) , 10.1039/B610213C
Jun Xuan, Wen-Jing Xiao, Visible-light photoredox catalysis. Angewandte Chemie. ,vol. 51, pp. 6828- 6838 ,(2012) , 10.1002/ANIE.201200223