Efficient Iron-Catalyzed Reductive N-Alkylation of Aromatic Amines with Carboxylic Acid and Phenylsilane

被引:19
作者
Qiao, Chang [1 ,2 ]
Yao, Xiang-Yang [1 ,2 ]
Liu, Xiao-Fang [1 ,2 ]
Li, Hong-Ru [3 ,4 ]
He, Liang-Nian [1 ,2 ]
机构
[1] Nankai Univ, State Key Lab, Coll Chem, Tianjin 300071, Peoples R China
[2] Nankai Univ, Inst Elementoorgan Chem, Coll Chem, Tianjin 300071, Peoples R China
[3] Nankai Univ, Coll Pharm, Tianjin 300353, Peoples R China
[4] Nankai Univ, Tianjin Key Lab Mol Drug Res, Tianjin 300353, Peoples R China
基金
中国国家自然科学基金;
关键词
alkylation; anilines; carboxylic acids; hydrosilanes; iron; FORMIC-ACID; CARBON-DIOXIDE; HYDROGEN SOURCE; METHYLATION; METHANOL; CO2; AMINATION; ENERGY; HYDROSILYLATION; HYDROSILANES;
D O I
10.1002/ajoc.201800420
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
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.
引用
收藏
页码:1815 / 1818
页数:4
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