Gold-Catalyzed Cascade Reaction of Yne-Enones with Iminooxindoles, Access to 3,2′-Pyrrolidinyl-Spirooxindole Derivatives

Herein, a gold-catalyzed cascade reaction of yne-enones with iminooxindoles has been developed through a cascade cycloisomerization/(3 + 2) annulation process. This approach provides a straightforward and efficient route for the synthesis of functionalized 3,2′-pyrrolidinyl-spirooxindoles in high re...

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Bibliographic Details
Published in:Organic letters 2024-06, Vol.26 (22), p.4654-4659
Main Authors: Liu, Yijun, Shen, Xiaojiang, Zhu, Pengyan, Hu, Jiang-miao, Wang, Xuanjun, Ge, Shulin
Format: Article
Language:English
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Summary:Herein, a gold-catalyzed cascade reaction of yne-enones with iminooxindoles has been developed through a cascade cycloisomerization/(3 + 2) annulation process. This approach provides a straightforward and efficient route for the synthesis of functionalized 3,2′-pyrrolidinyl-spirooxindoles in high reactivity and broad substrate scope with excellent cis-selectivity. Moreover, the subsequent functionalization of furan units allows for the diverse synthesis of spirooxindole derivatives, which have demonstrated good antitumoral activity.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.4c01395