- Synthesis of indoles by copper-catalyzed heteroannulation of o-aminophenylboronic acid pinacol esters with β-keto esters
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Copper-catalyzed coupling of o-aminophenylboronic acid pinacol esters with β-keto esters afforded, under mild base-free oxidative conditions, 2,3-disubstituted indoles featuring a key Chan-Lam-type carbon-carbon bond-forming reaction. Georg Thieme Verlag KG · Stuttgart · New York.
- Bunescu, Ala,Wang, Qian,Zhu, Jieping
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- Preparation of indoles via iron catalyzed direct oxidative coupling
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Iron-catalyzed aryl C-H and vinyl C-H bonds activation to give valuable substituted indole products was reported. The reaction shows high functional group tolerance.
- Guan, Zheng-Hui,Yan, Ze-Yi,Ren, Zhi-Hui,Liu, Xue-Yuan,Liang, Yong-Min
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- Exploring the oxidative cyclization of substituted N-aryl enamines: Pd-catalyzed formation of indoles from anilines
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The direct Pd-catalyzed oxidative coupling of two C-H-bonds within N-aryl-enamines 1 allows the efficient formation of differently substituted indoles 2. In this cross-dehydrogenative coupling, many different functional groups are tolerated and the starting material N-aryl-enamines 1 can be easily prepared in one step from commercially available anilines. In addition, the whole sequence can also be run in a one-pot fashion. Optimization data, mechanistic insight, substrate scope, and applications are reported in this full paper. Copyright
- Neumann, Julia J.,Rakshit, Souvik,Droege, Thomas,Wuertz, Sebastian,Glorius, Frank
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supporting information; experimental part
p. 7298 - 7303
(2011/08/21)
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- Palladium-catalyzed oxidative cyclization of N-aryl enamines: From anilines to indoles
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(Chemical Equation Presented) The special advantage of the title reaction to form substituted indoles 2 lies within the broad scope of the transformation: A multitude of N-aryl enaminones 1 can be prepared readily in one step from commercially available anilines. Furthermore, anilines can be converted directly in a one-pot process into the indole products. R1 = H, Me, OMe, Cl, F, carbonyl functionality, CN, fused aryl; R2 = alkyl, aryl; R 3 = alkyl, O-alkyl.
- Wuertz, Sebastian,Rakshit, Souvik,Neumann, Julia J.,Droege, Thomas,Glorius, Frank
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supporting information; experimental part
p. 7230 - 7233
(2009/04/10)
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