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
收稿日期: 2018-12-12
修回日期: 2019-02-13
网络出版日期: 2019-02-22
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
Received date: 2018-12-12
Revised date: 2019-02-13
Online published: 2019-02-22
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
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 . 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[J]. 有机化学, 2019 , 39(5) : 1333 -1343 . DOI: 10.6023/cjoc201812022
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
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