Intramolecular, Site-Selective, Iodine-Mediated, Amination of Unactivated (sp3)C-H Bonds for the Synthesis of Indoline Derivatives.
Jinguo LongXin CaoLongzhi ZhuRenhua QiuChak-Tong AuShuang-Feng YinTakanori IwasakiNobuaki KambePublished in: Organic letters (2017)
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.