Intramolecular, Site-Selective, Iodine-Mediated, Amination of Unactivated (sp3 )C-H Bonds for the Synthesis of Indoline Derivatives

Organic Letters
Jinguo LongNobuaki Kambe

Abstract

The Iodine-mediated oxidative intramolecular amination of anilines via cleavage of unactivated (sp3)C-H and N-H bonds for the production of indolines is described. This transition-metal-free approach provides a straightforward strategy for producing (sp3)C-N bonds for use in the preferential functionalization of unactivated (sp3)C-H bonds over (sp2)C-H bonds. The reaction could be performed on a gram scale for the synthesis of functionalized indolines.

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Citations

Sep 7, 2018·Chemistry : a European Journal·Estefanía Del CastilloKilian Muñiz
Jul 18, 2019·Angewandte Chemie·Ming-Ming Wang, Jérôme Waser

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