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

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.