- Iodine-induced regioselective C-C and C-N bonds formation of N -protected indoles
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A mild, metal-free, and environmently benign iodine-promoted regioselective C-C and C-N bonds formation of N-protected indole derivatives giving 2,3′-biindoles 2 and 4-(1H-indol-2-yl)morpholines 4 is successfully demonstrated. Various bioactive 2,3′-biindoles and 4-(1H-indol-2-yl) morpholines, bearing electron-rich to moderately electron-poor substituents, can be prepared in moderate to good yields.
- Li, Ying-Xiu,Ji, Ke-Gong,Wang, Hai-Xi,Ali, Shaukat,Liang, Yong-Min
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- Palladium-catalyzed regioselective oxidative coupling of indoles and one-pot synthesis of acetoxylated biindolyls
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(Chemical Equation Presented) Mild conditions have been developed to achieve Pd-catalyzed homocoupling of indoles with excellent regioselectivity in the presence of Cu(OAc)2·H2O in DMSO at room temperature in high efficiency. This method provides a simple route to 2,3′-biindolyls from the electron-rich to moderately electron-poor indoles. The reaction tolerates the bromide substituent on indoles. In addition, a one-pot approach to C3-position acetoxylated biindolyls is realized via palladium catalysis by the use of AgOAc under oxygen atmosphere as oxidants. 2009 American Chemical Society.
- Liang, Zunjun,Zhao, Jinlong,Zhang, Yuhong
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supporting information; experimental part
p. 170 - 177
(2010/04/04)
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