有机化学 ›› 2019, Vol. 39 ›› Issue (5): 1354-1361.DOI: 10.6023/cjoc201810015 上一篇    下一篇

研究论文

通过氰基亚胺与香豆灵酸甲酯的1,3-偶极环加成反应合成二氢吡喃并吡唑酮

王博, 王奇君, 刘洪蕾, 廖健宁, 黄家兴, 郭红超   

  1. 中国农业大学应用化学系 北京 100193
  • 收稿日期:2018-10-14 修回日期:2018-12-27 出版日期:2019-05-25 发布日期:2019-02-19
  • 通讯作者: 黄家兴, 郭红超 E-mail:hchguo@cau.edu.cn;05084@cau.edu.cn
  • 基金资助:

    国家自然科学基金(No.21572264)资助项目.

Synthesis of Dihydropyrano[3,2-c]pyrazolone through 1,3-Dipolar Cycloaddition of Nitrilimines with Methyl Coumalate

Wang Bo, Wang Qijun, Liu Honglei, Liao Jianning, Huang Jiaxing, Guo Hongchao   

  1. Department of Applied Chemistry, China Agricultural University, Beijing 100193
  • Received:2018-10-14 Revised:2018-12-27 Online:2019-05-25 Published:2019-02-19
  • Contact: 10.6023/cjoc201810015 E-mail:hchguo@cau.edu.cn;05084@cau.edu.cn
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No. 21572264).

室温条件下,氰基亚胺与香豆灵酸甲酯或吡喃酮的[3+2]环加成反应可高效地进行,以较高至优秀的产率和优秀的非对映选择性生成二氢吡喃并吡唑酮衍生物.

关键词: 环加成, 氰基亚胺, 香豆灵酸酯, 吡喃酮, 吡唑啉

The 1,3-dipolar cycloaddition of nitrilimines with methyl coumalate or pyranone worked efficiently in the presence of iPr2NEt under room temperature to give functionalized dihydropyrano[3,2-c]pyrazol-5(1H)-one derivatives in high to excellent yields with excellent diastereoselectivities.

Key words: cycloaddition, nitrilimine, coumalate, pyranone, pyrazoline