ol8b00176_si_001.pdf (5.47 MB)
Iron-Catalyzed Regiospecific Intermolecular Radical Cyclization of Anilines: Strategy for Assembly of 2,2-Disubstituted Indolines
journal contribution
posted on 2018-02-22, 16:19 authored by Yang Ni, Qile Yu, Qihao Liu, Honghua Zuo, Huai-Bin Yu, Wen-Jie Wei, Rong-Zhen Liao, Fangrui ZhongThe first regiospecific catalytic
intermolecular assembly of 2,2-disubstituted
indolines has been developed. This protocol is based on a ligand and
directing group free, iron-catalyzed radical [3 + 2] process, allowing
efficient coupling of different N-sulfonylanilines
with various α-substituted styrenes. Preliminary mechanistic
studies elucidated the radical mechanism involving a reactive and
versatile anilino radical and the importance of iron complex as a
Lewis acid, rendering both the reactivity and regiospecificity of
this transformation.