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1,3-Iodo-amination of 2-methyl indoles via C sp 2 -C sp 3 dual functionalization with iodine reagent.

Katsuhiko Moriyama, Tsukasa Hamada, Kazuma Ishida, Hideo Togo
Chemical Communications : Chem Comm 2018 April 25
A 1,3-iodo-amination with iodine reagent that involved the Csp2-Csp3 dual functionalization of 2-methyl indoles was developed to provide 2-aminomethyl-3-iodo-indole derivatives. The iodo-amination proceeded via a 1,4-transfer of an imide group through the formation of an indolyl(phenyl)iodonium imide using PhI(OAc)2, followed by an iodination using DIH or a double iodination of indole using excess DIH.

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