Metal-free Oxidative Spirocyclization of Pyrrole-2-carboxamides
Yulei Zhao1, Xiaotong Dong1, Zhiwei Zhang1
1Shandong Key Laboratory of Life-Organic Analysis, Key Laboratory of Catalytic Conversion and Clean Energy in Universities of Shandong Province, School of Chemistry and Chemical Engineering, Qufu Normal University, Qufu 273165, P. R. China.
Abstract:
A catalyst-free oxidative spirocyclization reaction has been successfully developed for the synthesis of 3,3'-pyrrolidinyl spirooxindole derivatives from readily accessible pyrrole-2-carboxamides. The resulting 3,3'-pyrrolidinyl spirooxindoles can be selectively transformed into hydrogenated spiroindoles via a reduction process. The dual functionality of Selectfluor is noteworthy, as it may serve both as an oxidizing and fluorinating agent and as a precursor for an alkaline promoter. The present spirocyclization method offers advantages such as a simple operation and mild reaction conditions.
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