有机化学 ›› 2019, Vol. 39 ›› Issue (5): 1333-1343.DOI: 10.6023/cjoc201812022 上一篇    下一篇

研究论文

三苯基膦催化下联烯丁酸酯与橙酮的陆氏[3+2]环化反应研究:制备螺[1-苯并呋喃-3-酮-2,5'-环戊烯]类化合物

苏瀛鹏, 冯亚威, 曹林丹, 薛文轩, 石娅, 常兵兵, 黄丹凤, 王克虎, 胡雨来   

  1. 西北师范大学化学化工学院 兰州 730070
  • 收稿日期:2018-12-12 修回日期:2019-02-13 发布日期:2019-02-22
  • 通讯作者: 苏瀛鹏 E-mail:suyp51@nwnu.edu.cn
  • 基金资助:

    国家自然科学基金(Nos.21502154,21362033)和甘肃省科技计划(No.17JR5RA073)资助项目.

Triphenylphosphine Catalyzed Lu's[3+2] Annulation of Aurones and Alkenoates: Constructing of Spiro[1-benzofuran-3-one-2,5'-cyclopentene] Polycyclic Compounds

Su Yingpeng, Feng Yawei, Cao Lindan, Xue Wenxuan, Shi Ya, Chang Bingbing, Huang Danfeng, Wang Ke-Hu, Hu Yulai   

  1. College of Chemistry and Chemical Engineering, Northwest Normal University, Lanzhou 730070
  • Received:2018-12-12 Revised:2019-02-13 Published:2019-02-22
  • Contact: 10.6023/cjoc201812022 E-mail:suyp51@nwnu.edu.cn
  • Supported by:

    Project supported by the National Natural Science Foundation of China (Nos. 21502154, 21362033) and the Gansu Provincial Science and Technology Program (No. 17JR5RA073).

在PPh3催化下,橙酮和联烯酸酯可通过陆氏[3+2]环化反应成功构建含有螺[1-苯并呋喃-3-酮-2,5'-环戊烯]的多环结构单元.该反应条件温和,操作简单,并且底物适用性好,产率高.该方法学的研究为applanatumin A等天然产物的合成奠定了基础.

关键词: 橙酮, 联烯酸酯, 三苯基膦, 陆氏[3+2]环化反应

The PPh3 catalyzed Lu's[3+2] annulation of aurones with alkenoates has been developed to form spiro-[1-ben-zofuran-3-one-2,5'-cyclopentene] polycyclic moiety. The usefulness of this strategy has been demonstrated by the use of a wide variety of substrates to give desired polycyclic compounds in high yield under mild and simple reaction condition. This methodology research offered a fine entry for synthesis of natural product applanatumin A and its analogues.

Key words: aurones, alkenoate, PPh3, Lu's[3+2] annulation