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Transition-Metal-Free Synthesis of Indolizines from Electron-Deficient­ Alkenes via One-Pot Reaction Using TEMPO as an Oxidant

Fei Shi, Yu Zhang, Zhaole Lu, Xiaolei Zhu, Weiqiu Kan, Xiang Wang, Huayou Hu*

*Jiangsu Key Laboratory for Chemistry of Low-Dimensional Materials, School of Chemistry and Chemical Engineering, Huaiyin Normal University, Huaian 223300, P. R. of China, Email: huayouhuhytc.edu.cn

F. Shi, Y. Zhang, Z. Lu, X. Zhu, W. Kan, X. Wang, H. Hu, Synthesis, 2016, 48, 413-420.

DOI: 10.1055/s-0035-1560973 (free Supporting Information)



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Abstract

A one-pot method enables the synthesis of multisubstituted indolizines from α-halo carbonyl compounds, pyridines, and electron-deficient alkenes via oxidative dehydrogenation under transition-metal-free conditions using TEMPO as an oxidant. This protocol uses readily available starting materials in a convenient procedure under mild reaction conditions.

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Key Words

N-ylide, alkenes, 1,3-dipolar cycloaddition, tandem reaction, dehydrogenation, TEMPO, indolizines


ID: J66-Y2016