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DABCO-Based Ionic Liquids: Recyclable Catalysts for Aza-Michael Addition of α,β-Unsaturated Amides under Solvent-Free Conditions

Anguo Ying*, Zhifeng Li, Jianguo Yang, Shuo Liu, Songlin Xu*, Hua Yan and Chenglin Wu

*Taizhou University, Taizhou 318000; Tianjin University, Tianjin 300072, People’s Republic of China, Email: agyingtzc.edu.cn, slxu@tju.edu.cn

A. Ying, Z. Li, J. Yang, S. Liu, S. Xu, H. Yan, C. Wu, J. Org. Chem., 2014, 79, 6510-6516.

DOI: 10.1021/jo500937a (free Supporting Information)


Abstract

1,4-diazobicyclo[2.2.2]octane (DABCO) based ionic liquids were used as recyclable catalysts for the aza-Michael addition at room temperature without any organic solvent. A low loading of the very efficient [DABCO-PDO][OAc] catalyzed reactions of various amines with a wide range of α,β-unsaturated amides to afford products in very good yields within hours. Moreover, the catalyst could be reused up to eight times.

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Key Words

Michael Addition, β-Amino Amides, Ionic Liquids, Green Chemistry


ID: J42-Y2014