Chin. J. Org. Chem. ›› 2015, Vol. 35 ›› Issue (10): 2108-2113.DOI: 10.6023/cjoc201505048 Previous Articles     Next Articles



孟团结a, 陈荣祥a,b, 刘澜涛a, 王涛a, 刘新明a, 赵文献a,b   

  1. a 商丘师范学院化学化工学院 有机新材料合成重点实验室 商丘 476000;
    b 郑州大学化学与分子工程学院 郑州 450052
  • 收稿日期:2015-05-30 修回日期:2015-06-10 发布日期:2015-06-19
  • 通讯作者: 刘澜涛, 赵文献;
  • 基金资助:

    国家自然科学基金(Nos. U1204204, 21172139, 21202095)和河南省科技攻关(No. 142102210635)资助项目.

Facile Synthesis of 1,3,5-Oxadiazin-2-one Derivatives through Three-Component One-Pot Cyclization of Molecular Iodine, Ynamides and Nitriles

Meng Tuanjiea, Chen Rongxianga,b, Liu Lantaoa, Wang Taoa, Liu Xinminga, Zhao Wenxiana,b   

  1. a Key Laboratory of New Organic Materials synthesis, College of Chemistry and Chemical Engineering, Shangqiu Normal University, Shangqiu 476000;
    b College of Chemistry and Molecular Engineering, Zhengzhou University, Zhengzhou 450052
  • Received:2015-05-30 Revised:2015-06-10 Published:2015-06-19
  • Supported by:

    Project supported by the National Natural Science Foundation of China (Nos. U1204204, 21172139, 21202095) and the Science and Technology Key Project of Henan Province (No. 142102210635).

A series of 1,3,5-oxadiazin-2-one derivatives were obtained from the intermolecular cyclization of ynamides and nitriles mediated by cheap and readily available molecular iodine under room temperature. This protocol has some distinct advantages of mild conditions, simple work-up, easily available starting materials and fast reaction rate. The structures of all products were characterized by 1H NMR, 13C NMR, IR and HRMS.

Key words: ynamides, iodine, 1,3,5-oxadiazin-2-ones, synthesis