有机化学 ›› 2020, Vol. 40 ›› Issue (3): 756-762.DOI: 10.6023/cjoc201907030 上一篇    下一篇

研究论文

氰基亚胺与亚甲基二氢苯并呋喃二酮类化合物的[3+2]环加成反应:螺吡唑类化合物的合成

史望宇, 徐嘉擎, 毛比明, 贾皓, 黄家兴, 郭红超   

  1. 中国农业大学理学院化学系 北京 100193
  • 收稿日期:2019-07-22 修回日期:2019-10-18 发布日期:2019-11-01
  • 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.

[3+2] Cycloaddition of Methylenedihydrobenzofurandiones and Nitrilimines: Synthesis of Sipropyrazole Compounds

Shi Wangyu, Xu Jiaqing, Mao Biming, Jia Hao, Huang Jiaxing, Guo Hongchao   

  1. Department of Chemistry, College of Science, China Agricultural University, Beijing 100193
  • Received:2019-07-22 Revised:2019-10-18 Published:2019-11-01
  • Supported by:
    Project supported by the National Natural Science Foundation of China (No. 21572264).

采用具有环外双键的二氢苯并呋喃二酮类化合物和氰基亚胺的[3+2]环加成反应,在温和条件下,以高产率(78%~94%)和高非对映选择性(>20∶1 dr)构建了一系列具有螺环结构的吡唑类化合物.

关键词: 环加成, 氰基亚胺, 螺环化合物, 吡唑

The[3+2] cycloaddition of methylenedihydrobenzofurandiones and nitrilimines worked efficiently in CHCl3 at room temperature in the presence of Et3N, producing biologically interesting spirocyclic pyrazole derivatives in high yield (78%~94%) with excellent diastereoselectivity.

Key words: cycloaddition, nitrilimine, spirocyclic compound, pyrazole