Organic Letters
Organic Letters
5 years ago

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

Intramolecular, Site-Selective, Iodine-Mediated, Amination of Unactivated (sp3)C–H Bonds for the Synthesis of Indoline Derivatives
Shuang-Feng Yin, Takanori Iwasaki, Nobuaki Kambe, Chak-Tong Au, Jinguo Long, Longzhi Zhu, Renhua Qiu, Xin Cao
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.

Publisher URL: http://dx.doi.org/10.1021/acs.orglett.7b00846

DOI: 10.1021/acs.orglett.7b00846

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