Visible-light photoredox-mediated oxidation of N -methyl tertiaryamines under catalyst free conditions：Direct synthesis of methylene-bridged bis-1,3-dicarbonyl compounds
作者： Xiao-Jun Dai , Xiao-Liang Xu , Dong-Ping Cheng , Xiao-Nian Li
DOI: 10.1016/J.CCLET.2014.01.021
关键词: Catalysis 、 Methylene 、 Photoredox catalysis 、 Visible spectrum 、 Chemistry 、 Photochemistry
摘要: Abstract Mediated by visible light-induced photoredox catalysis and free of other catalysts, a new efficient synthesis methylene-bridged bis-1,3-dicarbonyl derivatives has been developed. A variety N-methyl tertiaryamines 1,3-dicarbonyl compounds were investigated in this reaction.
imm.ac.cn参考文章(53)
Min Chen, Zhi-Tang Huang, Qi-Yu Zheng, Visible light-induced 3-sulfenylation of N-methylindoles with arylsulfonyl chlorides Chemical Communications. ,vol. 48, pp. 11686- 11688 ,(2012) , 10.1039/C2CC36866H
David S. Hamilton, David A. Nicewicz, Direct Catalytic Anti-Markovnikov Hydroetherification of Alkenols Journal of the American Chemical Society. ,vol. 134, pp. 18577- 18580 ,(2012) , 10.1021/JA309635W
Harald Schmaderer, Petra Hilgers, Robert Lechner, Burkhard König, Photooxidation of Benzyl Alcohols with Immobilized Flavins Advanced Synthesis & Catalysis. ,vol. 351, pp. 163- 174 ,(2009) , 10.1002/ADSC.200800576
Konstantin Poscharny, David C. Fabry, Magnus Rueping, Carlos Vila, René M. Koenigs, Dual catalysis: combining photoredox and Lewis base catalysis for direct Mannich reactions Chemical Communications. ,vol. 47, pp. 2360- 2362 ,(2011) , 10.1039/C0CC04539J
Chao-Jun Li, Cross-dehydrogenative coupling (CDC): exploring C-C bond formations beyond functional group transformations. Accounts of Chemical Research. ,vol. 42, pp. 335- 344 ,(2009) , 10.1021/AR800164N
Jagan M. R. Narayanam, Joseph W. Tucker, Corey R. J. Stephenson, Electron-transfer photoredox catalysis: development of a tin-free reductive dehalogenation reaction. Journal of the American Chemical Society. ,vol. 131, pp. 8756- 8757 ,(2009) , 10.1021/JA9033582
Filip Teplý, Photoredox catalysis by [Ru(bpy)3]2+ to trigger transformations of organic molecules. Organic synthesis using visible-light photocatalysis and its 20th century roots Collection of Czechoslovak Chemical Communications. ,vol. 76, pp. 859- 917 ,(2011) , 10.1135/CCCC2011078
Rengarajan Balamurugan, Seetharaman Manojveer, Gold/copper-catalyzed activation of the aci-form of nitromethane in the synthesis of methylene-bridged bis-1,3-dicarbonyl compounds. Chemical Communications. ,vol. 47, pp. 11143- 11145 ,(2011) , 10.1039/C1CC14926A
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
Allison G. Condie, José C. González-Gómez, Corey R. J. Stephenson, Visible-light photoredox catalysis: aza-Henry reactions via C-H functionalization. Journal of the American Chemical Society. ,vol. 132, pp. 1464- 1465 ,(2010) , 10.1021/JA909145Y