Chin. J. Org. Chem. ›› 2017, Vol. 37 ›› Issue (8): 2034-2043.DOI: 10.6023/cjoc201703028 Previous Articles     Next Articles

ARTICLE

Cu(OTf)2催化腈和芳胺与醇的N-烷基化反应

马献涛a,b, 李波b, 肖映林a, 余小春b, 苏陈良a,b, 徐清a,b   

  1. 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 出版日期:2017-08-25 发布日期:2017-04-21
  • 通讯作者: 余小春, 苏陈良, 徐清 E-mail:qing-xu@wzu.edu.cn;xiaochunyu@wzu.edu.cn;chmsuc@szu.edu.cn
  • 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.

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

Ma Xiantaoa,b, Li Bob, Xiao Yinglina, Yu Xiaochunb, Su Chenlianga,b, Xu Qinga,b   

  1. 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:2017-03-17 Revised:2017-04-07 Online:2017-08-25 Published:2017-04-21
  • Contact: 10.6023/cjoc201703028 E-mail:qing-xu@wzu.edu.cn;xiaochunyu@wzu.edu.cn;chmsuc@szu.edu.cn
  • 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).

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