jo8b02676_si_003.cif (445.16 kB)

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

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posted on 29.10.2018, 00:00 by Kazuhiro Watanabe, Katsuhiko Moriyama
A monoalkoxy phenyl group as a dummy ligand on indolyl­(aryl)­iodonium imides, which is related to the N–I bonding hypervalent iodine­(III) compound, for the copper-catalyzed indole-selective C–N coupling reaction was designed to provide 3-bissulfonimido-indole derivatives in high yields. In particular, the use of indolyl­(2-butoxylphenyl)­iodonium bissulfonimides indicated the high indole selectivity. Furthermore, this reaction was applied for the one-pot synthesis of 3-bissulfonimido-indole derivatives directly from indoles with bissulfonimides and (diacetoxyiodo)-2-butoxybenzene in the presence of Cu­(MeCN)4BF4 catalyst.

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