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Copper-Catalyzed Double N-Alkenylation of Amides: An Efficient Synthesis of Di- or Trisubstituted N-Acylpyrroles

Xiyuan Yuan, Xiaobing Xu, Xiaobo Zhou, Jiwei Yuan, Lugen Mai and Yanzhong Li*

*Department of Chemistry and Shanghai Key Laboratory of Green Chemistry and Chemical Processes, East China Normal University, 3663 North Zhongshan Road, Shanghai 200062, P. R. China, Email: yzlichem.ecnu.edu.cn

X. Yuan, X. Xu, X. Zhou, J. Yuan, L. Mai, Y. Li, J. Org. Chem., 2007, 72, 1510-1513.

DOI: 10.1021/jo062194s (free Supporting Information)


Abstract

An efficient copper-catalyzed double alkenylation of amides with (1Z,3Z)-1,4-diiodo-1,3-dienes affords di- or trisubstituted N-acylpyrroles in good yields using CuI as the catalyst, Cs2CO3 as the base, and rac-trans-N,N'-dimethylcyclohexane-1,2-diamine as the ligand.

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Key Words

Pyrroles


ID: J42-Y2007-0620