Construction of Nitrogen Heterocycles Bearing an Aminomethyl Group by Copper-Catalyzed Domino Three-Component Coupling-Cyclization
Yusuke Ohta, Hiroaki Chiba, Shinya Oishi, Nobutaka Fujii* and Hiroaki Ohno*
*Graduate School of Pharmaceutical Sciences, Kyoto
University, Sakyo-ku, Kyoto 606-8501, Japan, Email: hohno
pharm.kyoto-u.ac.jp,
nfujiipharm.kyoto-u.ac.jp
Y. Ohta, H. Chiba, S. Oishi, N. Fujii, H. Ohno, J. Org. Chem., 2009, 74, 7052-7058.
DOI: 10.1021/jo901328q
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Abstract
2-Ethynylanilines were converted to various substituted 2-(aminomethyl)indoles in good to excellent yields in the presence of a secondary amine and an aldehyde by a copper-catalyzed domino three-component coupling-cyclization. Utilizing this domino reaction and C-H functionalization at the indole C-3 position, polycyclic indoles were readily synthesized.
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Key Words
Indoles, Multicomponent Reactions
ID: J42-Y2009-2730
