Intramolecular, Site-Selective, Iodine-Mediated, Amination of Unactivated (<i>sp</i>³)C–H Bonds for the Synthesis of Indoline Derivatives

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.