RuCl₃ in Poly(ethylene glycol): A Highly Efficient and Recyclable Catalyst for the Conjugate Addition of Nitrogen and Sulfur Nucleophiles

Huaxing Zhang, Yuhong Zhang*, Leifang Liu, Hailiang Xu, Yanguang Wang

*Department of Chemistry, Zhejiang University, Hangzhou 310027, P. R. China, Email: yhzhangzjuem.zju.edu.cn

H. Zhang, Y. Zhang, L. Liu, H. Xu, Y. Wang, Synthesis, 2005, 2129-2136.

DOI: 10.1055/s-2005-870010

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Abstract

A versatile RuCl₃-catalyzed 1,4-conjugate addition of primary, secondary and aromatic amines, thiols, and carbamates to α,β-unsaturated compounds in poly(ethylene glycol) (PEG) provides the desired β-substituted carbonyls in high yields. RuCl₃-PEG offers low sensitivity toward moisture and oxygen, high tolerance of different functional groups, and efficient recyclability.

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Key Words

RuCl₃, PEG, amines, thiols, conjugate addition (thiols, amines)

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ID: J66-Y2005-1280