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Copper-Catalyzed Indole-Selective C-N Coupling Reaction of Indolyl(2-alkoxy-phenyl)iodonium Imides: Effect of Substituent on Iodoarene as Dummy Ligand

Kazuhiro Watanabe, Katsuhiko Moriyama*

*Department of Chemistry, Graduate School of Science, and Molecular Chirality Research Center, Chiba University, 1-33 Yayoi-cho, Inage-ku, Chiba 263-8522, Japan, Email: moriyamafaculty.chiba-u.jp

K. Watanabe, K. Moriyama, J. Org. Chem., 2018, 83, 14827-14833.

DOI: 10.1021/acs.joc.8b02676 (free Supporting Information)



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Abstract

A monoalkoxy phenyl group as a dummy ligand on indolyl(aryl)iodonium imides enables a copper-catalyzed indole-selective C-N coupling reaction to provide 3-bissulfonimido-indole derivatives in high yields. A one-pot synthesis of 3-bissulfonimido-indole derivatives directly from indoles, bissulfonimides, and (diacetoxyiodo)-2-butoxybenzene is also reported.

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Key Words

indoles


ID: J42-Y2018