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1,3-Iodo-amination of 2-methyl indoles via Cₛₚ₂–Cₛₚ₃ dual functionalization with iodine reagent

Author:
Moriyama, Katsuhiko, Hamada, Tsukasa, Ishida, Kazuma, Togo, Hideo
Source:
Chemical communications 2018 v.54 no.34 pp. 4258-4261
ISSN:
1364-548X
Subject:
indoles, iodination, iodine
Abstract:
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.
Agid:
6174634