Synthesis of Alkylated Amides and Amines by Cu(OTf) 2-Catalyzed N-Alkylation of Nitriles and Amines with Alcohols

被引:6
|
作者
Ma, Xiantao [1 ,2 ]
Li, Bo [2 ]
Xiao, Yinglin [1 ]
Yu, Xiaochun [2 ]
Su, Chenliang [1 ,2 ]
Xu, Qing [1 ,2 ]
机构
[1] Shenzhen Univ, SZU NUS Collaborat Innovat Ctr Optoelect Sci & Te, Key Lab Optoelect Devices & Syst, Minist Educ & Guangdong Prov,Coll Optoelect Engn, Shenzhen 518060, Peoples R China
[2] Wenzhou Univ, Coll Chem & Mat Engn, Wenzhou 325035, Peoples R China
基金
中国博士后科学基金; 中国国家自然科学基金;
关键词
Alcohols; N-Alkylation; Amides; Amines; Copper Catalysis; Nitriles; Ritter Reaction; RITTER REACTION; ACID; SULFONAMIDES; AMIDATION; AMINATION; EFFICIENT; CATALYST;
D O I
10.6023/cjoc201703028
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient method for synthesis of the useful N-alkyl amides is achieved by a low loading Cu(OTf)(2)-catalyzed Ritter reaction of nitriles with secondary alcohols and some primary alcohols. The same method can be extended to dehydrative N-alkylation of anilines with secondary alcohols to obtain N-alkylated anilines.
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页码:2034 / 2043
页数:10
相关论文
共 57 条
  • [51] Microwave assisted, Ca(II)-catalyzed Ritter reaction for the green synthesis of amides
    Yaragorla, Srinivasarao
    Singh, Garima
    Saini, Pyare Lal
    Reddy, M. Kesava
    [J]. TETRAHEDRON LETTERS, 2014, 55 (33) : 4657 - 4660
  • [52] A Mild, One-Pot Synthesis of Arylamines via Palladium-Catalyzed Addition of Aryl Aldehydes with Amines and Arylboronic Acids in Water
    Yu, Ajuan
    Wu, Yangjie
    Cheng, Baoli
    Wei, Kun
    Li, Jingya
    [J]. ADVANCED SYNTHESIS & CATALYSIS, 2009, 351 (05) : 767 - 771
  • [53] Palladium-Catalyzed N-Alkylation of Amides and Amines with Alcohols Employing the Aerobic Relay Race Methodology
    Yu Xiaochun
    Jiang Lan
    Li Qiang
    Xie Yuanyuan
    Xu Qing
    [J]. CHINESE JOURNAL OF CHEMISTRY, 2012, 30 (10) : 2322 - 2332
  • [54] Manganese Dioxide Catalyzed N-Alkylation of Sulfonamides and Amines with Alcohols under Air
    Yu, Xiaochun
    Liu, Chuanzhi
    Jiang, Lan
    Xu, Qing
    [J]. ORGANIC LETTERS, 2011, 13 (23) : 6184 - 6187
  • [55] Electron-Donating and Rigid P-Stereogenic Bisphospholane Ligands for Highly Enantioselective Rhodium-Catalyzed Asymmetric Hydrogenations
    Zhang, Xiaowei
    Huang, Kexuan
    Hou, Guohua
    Cao, Bonan
    Zhang, Xumu
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2010, 49 (36) : 6421 - 6424
  • [56] Zhang Z., 2012, ORG BIOMOL CHEM, V10, P2973
  • [57] Direct nucleophilic substitution reaction of alcohols mediated by a zinc-based ionic liquid
    Zhu, Anlian
    Li, Lingjun
    Wang, Jianji
    Zhuo, Kelei
    [J]. GREEN CHEMISTRY, 2011, 13 (05) : 1244 - 1250