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

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

研究论文

Cu(OTf)2催化腈和芳胺与醇的N-烷基化反应

  • 马献涛 ,
  • 李波 ,
  • 肖映林 ,
  • 余小春 ,
  • 苏陈良 ,
  • 徐清
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  • a 深圳大学光电工程学院 深圳大学-新加坡国大光电科技协同创新中心光电子器件与系统(教育部/广东省)重点实验室 深圳 518060;
    b 温州大学化学与材料工程学院 温州 325035

收稿日期: 2017-03-17

  修回日期: 2017-04-07

  网络出版日期: 2017-04-21

基金资助

国家自然科学基金（Nos.21672163，51502174，21302143）、浙江省自然科学杰出青年基金（No.LR14B020002）、中国博士后基金（No.2016M592520，2015M582401）资助项目.

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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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摘要

报道了低用量Cu（OTf）2催化下腈与仲醇和部分伯醇的Ritter反应.研究表明，仅2 mol% Cu（OTf）2即可高效催化反应进行，得到55～90%收率的一系列N-烷基酰胺产物.该方法还可以进一步拓展到芳胺与二级醇的脱水N-烷基化反应合成取代胺.

关键词： 胺; 醇; N-烷基化; 酰胺; 铜催化; 腈; Ritter反应

本文引用格式

马献涛 , 李波 , 肖映林 , 余小春 , 苏陈良 , 徐清 . Cu(OTf)2催化腈和芳胺与醇的N-烷基化反应[J]. 有机化学, 2017 , 37(8) : 2034 -2043 . DOI: 10.6023/cjoc201703028

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

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