Articles

Silver-Catalyzed Cross-Coupling Reaction of Propargylic Alcohols and Arylisocyanides: An Atom-Economic Synthesis of N-Aryl-2,3-allenamides

  • Xu Wenshuai ,
  • Zhao Shoujing ,
  • Luo Xiaopei ,
  • Song Jinna ,
  • Liu Jianquan ,
  • Bi Xihe ,
  • Liao Peiqiu
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  • a College of Biological and Agricultural Engineering, Jilin University, Changchun 130022;
    b Department of Chemistry, Northeast Normal University, Changchun 130024

Received date: 2015-05-19

  Revised date: 2015-06-15

  Online published: 2015-06-24

Supported by

Project supported by the National Natural Science Foundation of China (Nos. 31101010, 21202016 and 21372038).

Abstract

A silver-catalyzed cross-coupling of propargylic alcohols and aryl isocyanides to N-aryl-2,3-allenamides has been developed. This reaction is both atom and step economic and applicable to a broad scope of substrates, affording a range of synthetically useful N-aryl-2,3-allenamides in good to high yields under mild conditions. This protocol has successfully solved the problem in our previous report that the isocyanides were limited to active methylene isocyanides, provided an extremely simple way to access the synthetically useful N-aryl-2,3-allenamides.

Cite this article

Xu Wenshuai , Zhao Shoujing , Luo Xiaopei , Song Jinna , Liu Jianquan , Bi Xihe , Liao Peiqiu . Silver-Catalyzed Cross-Coupling Reaction of Propargylic Alcohols and Arylisocyanides: An Atom-Economic Synthesis of N-Aryl-2,3-allenamides[J]. Chinese Journal of Organic Chemistry, 2015 , 35(10) : 2095 -2101 . DOI: 10.6023/cjoc201505025

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