K2CO3-Catalyzed (3+2) Cycloaddition Reaction of N-2,2,2-Trifluoroethylisatin Ketimines with Azodicarboxylates: Access to Spirooxindoles Containing Trifluoromethyl-1,2,4-triazolines

Jianmin Gu, Xiaojing Li, Yabo Zhang, Zenghui Sun,Lin Li, Jing Meng,Ruijuan Xing,Xiaowei Shi,Yan Fu,Lei Wang,Ran Guo

JOURNAL OF ORGANIC CHEMISTRY(2024)

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摘要
Potassium carbonate-catalyzed (3 + 2) cycloaddition reaction between N-2,2,2-trifluoroethylisatin ketimines and azodicarboxylates has been developed, constructing a series of novel N-heterocycle infused spirooxindoles in good to excellent yields (up to 98%) under milder conditions. The presence of both biologically active oxindole and trifluoromethyl-1,2,4-triazoline moieties in these novel spirocyclic compounds would provide new lead structures in the discovery of heterocyclic compounds with potential pharmaceutical activities.
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