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Efficient Iron‐Catalyzed Reductive N‐Alkylation of Aromatic Amines with Carboxylic Acid and Phenylsilane
Author(s) -
Qiao Chang,
Yao XiangYang,
Liu XiaoFang,
Li HongRu,
He LiangNian
Publication year - 2018
Publication title -
asian journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.846
H-Index - 44
eISSN - 2193-5815
pISSN - 2193-5807
DOI - 10.1002/ajoc.201800420
Subject(s) - phenylsilane , chemistry , alkylation , catalysis , amide , carboxylic acid , primary (astronomy) , aldehyde , organic chemistry , alkyl , combinatorial chemistry , physics , astronomy
The development of efficient catalysts for the alkylation of amines with carboxylic acids is attracting much attention. Herein, we would like to report an earth‐abundant iron‐catalyzed protocol for the N ‐alkylation of anilines using carboxylic acid as alkyl source and phenylsilane as reducing agent. With Fe 2 (CO) 9 as a catalyst, a broad range of primary and secondary anilines are successfully converted to the corresponding tertiary anilines. Furthermore, this N ‐alkylation mainly goes through the amide pathway; while the aldehyde pathway can not be ruled out.