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Iron‐Catalyzed Direct Oxidative Alkylation and Hydroxylation of Indolin‐2‐ones with Alkyl‐Substituted N‐Heteroarenes
Author(s) -
Hu RenMing,
Han DongYang,
Li Ning,
Huang Jie,
Feng Yu,
Xu DaZhen
Publication year - 2020
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201913400
Subject(s) - hydroxylation , chemistry , alkylation , catalysis , alkyl , molecular oxygen , oxidative phosphorylation , oxidative coupling of methane , oxygen , ligand (biochemistry) , base (topology) , salt (chemistry) , coupling reaction , reaction conditions , combinatorial chemistry , organic chemistry , medicinal chemistry , receptor , biochemistry , mathematical analysis , mathematics , enzyme
Presented herein is the first direct alkylation and hydroxylation reaction between two different C(sp 3 )−H bonds, indolin‐2‐ones and alkyl‐substituted N‐heteroarenes, through an oxidative cross‐coupling reaction. The reaction is catalyzed by a simple iron salt under mild ligand‐free and base‐free conditions. The reaction is environmentally benign, employs air (molecular oxygen) as the terminal oxidant and oxygen source for the synthesis of O‐containing compounds, and produces only water as the byproduct.