Chin. J. Org. Chem. ›› 2015, Vol. 35 ›› Issue (10): 2095-2101.DOI: 10.6023/cjoc201505025 Previous Articles     Next Articles

Articles

银催化炔丙醇与芳基异腈交叉偶联反应:原子经济性合成N-芳基-2,3-联烯酰胺

徐文帅a, 赵寿经a, 骆晓沛a, 宋金娜a, 刘建全b, 毕锡和b, 廖沛球b   

  1. a 吉林大学生物与农业工程学院 长春 130022;
    b 东北师范大学化学学院 长春 130024
  • 收稿日期:2015-05-19 修回日期:2015-06-15 出版日期:2015-10-25 发布日期:2015-06-24
  • 通讯作者: 宋金娜, 廖沛球 E-mail:songjn2010@jlu.edu.cn;liaopq774@nenu.edu.cn
  • 基金资助:

    国家自然科学基金(Nos. 31101010, 21202016和21372038)资助项目.

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

Xu Wenshuaia, Zhao Shoujinga, Luo Xiaopeia, Song Jinnaa, Liu Jianquanb, Bi Xiheb, Liao Peiqiub   

  1. a College of Biological and Agricultural Engineering, Jilin University, Changchun 130022;
    b Department of Chemistry, Northeast Normal University, Changchun 130024
  • Received:2015-05-19 Revised:2015-06-15 Online:2015-10-25 Published:2015-06-24
  • Supported by:

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

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.

Key words: propargylic alcohols, aryl isocyanides, silver carbonate, cross-coupling reaction