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

doi:10.6023/cjoc201812022

Chin. J. Org. Chem. ›› 2019, Vol. 39 ›› Issue (5): 1333-1343.DOI: 10.6023/cjoc201812022 Previous Articles Next Articles

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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

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

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).

1. Triphenylphosphine Catalyzed Lu's[3+2] Annulation of Aurones and Alkenoates: Constructing of Spiro[1-benzofuran-3-one-2,5'-cyclopentene] Polycyclic Compounds.PDF(3346KB)

Abstract

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

Cite this article

Su Yingpeng, Feng Yawei, Cao Lindan, Xue Wenxuan, Shi Ya, Chang Bingbing, Huang Danfeng, Wang Ke-Hu, Hu Yulai. Triphenylphosphine Catalyzed Lu's[3+2] Annulation of Aurones and Alkenoates: Constructing of Spiro[1-benzofuran-3-one-2,5'-cyclopentene] Polycyclic Compounds[J]. Chin. J. Org. Chem., 2019, 39(5): 1333-1343.

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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

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

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