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Chinese Journal of Organic Chemistry >

2017 , Vol. 37 >Issue 8: 2034 - 2043

DOI: https://doi.org/10.6023/cjoc201703028

ARTICLE

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

  • Ma Xiantao ,
  • Li Bo ,
  • Xiao Yinglin ,
  • Yu Xiaochun ,
  • Su Chenliang ,
  • Xu Qing
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  • a SZU-NUS Collaborative Innovation Center for Optoelectronic Science & Technology, Key Laboratory of Optoelectronic Devices and Systems of Ministry of Education and Guangdong Province, College of Optoelectronic Engineering, Shenzhen University, Shenzhen 518060;
    b College of Chemistry and Materials Engineering, Wenzhou University, Wenzhou 325035

Received date: 2017-03-17

  Revised date: 2017-04-07

  Online published: 2017-04-21

Supported by

Project supported by the National Natural Science Foundation of China (Nos. 21672163, 51502174, 21302143), the Natural Science Foundation of Zhejiang Province for Distinguished Young Scholars (No. LR14B020002), and China Postdoctoral Science Foundation (2016M592520, 2015M582401).

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Abstract

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.

Key words： Alcohols; N-Alkylation; Amides; Amines; Copper Catalysis; Nitriles; Ritter Reaction

Cite this article

Ma Xiantao , Li Bo , Xiao Yinglin , Yu Xiaochun , Su Chenliang , Xu Qing . Synthesis of Alkylated Amides and Amines by Cu(OTf)2-Catalyzed N-Alkylation of Nitriles and Amines with Alcohols[J]. Chinese Journal of Organic Chemistry, 2017 , 37(8) : 2034 -2043 . DOI: 10.6023/cjoc201703028

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