Self [3 + 4] Cycloadditions of Isatin N,N′‑Cyclic Azomethine Imine 1,3-Dipole with N‑(o‑Chloromethyl)aryl Amides

A [3 + 4] annulation of isatin N,N′-cyclic azomethine imine 1,3-dipole 1 with in situ-generated aza-oQMs has been established for the synthesis of spirooxindole seven-membered scaffolds. These highly functionalized scaffolds were assembled in moderate to good yields (up to 96% yield). The novel spir...

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Bibliographic Details
Published in:Journal of organic chemistry 2018-08, Vol.83 (15), p.8410-8416
Main Authors: Jin, Qiaomei, Zhang, Jian, Jiang, Cuihua, Zhang, Dongjian, Gao, Meng, Hu, Shihe
Format: Article
Language:English
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Summary:A [3 + 4] annulation of isatin N,N′-cyclic azomethine imine 1,3-dipole 1 with in situ-generated aza-oQMs has been established for the synthesis of spirooxindole seven-membered scaffolds. These highly functionalized scaffolds were assembled in moderate to good yields (up to 96% yield). The novel spirooxindole scaffolds displayed moderate antitumor activities, which represented promising lead compounds for antitumor drug discovery.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.8b01055