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Paper | Special issue | Vol 101, No. 1, 2020, pp.177-185
Published online, 17th July, 2019
DOI: 10.3987/COM-19-S(F)8
Synthesis of Indolines via a Photocatalytic Intramolecular Reductive Cyclization Reaction

Eiji Yamaguchi,* Yumiko Goto, and Akichika Itoh*

*Laboratory of Pharmaceutical Synthetic Chemistry, Gifu Pharmaceutical University, 1-25-4, Daigaku-nishi, Gifu 501-1196, Japan

Abstract

Herein, we synthesized a series of indolines using a photocatalytic intramolecular reductive cyclization reaction. This reaction uses several N-allyl-2-iodoanilines in the presence of 10-phenylphenothiazine (Ph-PTZ) as an organic photocatalyst. Further, the corresponding aryl radical is generated through the reductive cleavage of the C–I bond, generating 5-exo cyclization products.