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One-Pot Conversion of Carbon Dioxide, Ethylene Oxide, and Amines to 3-Aryl-2-oxazolidinones Catalyzed with Binary Ionic Liquids

Authors

  • Binshen Wang,

    1. Shanghai Key Laboratory of Green Chemistry and Chemical Processes, Department of Chemistry, East China Normal University, North Zhongshan Road 3663, Shanghai (P.R. China), Fax: (+86) 21-62233323
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  • Elnazeer H. M. Elageed,

    1. Shanghai Key Laboratory of Green Chemistry and Chemical Processes, Department of Chemistry, East China Normal University, North Zhongshan Road 3663, Shanghai (P.R. China), Fax: (+86) 21-62233323
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  • Dawei Zhang,

    1. Shanghai Key Laboratory of Green Chemistry and Chemical Processes, Department of Chemistry, East China Normal University, North Zhongshan Road 3663, Shanghai (P.R. China), Fax: (+86) 21-62233323
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  • Sijuan Yang,

    1. Shanghai Key Laboratory of Green Chemistry and Chemical Processes, Department of Chemistry, East China Normal University, North Zhongshan Road 3663, Shanghai (P.R. China), Fax: (+86) 21-62233323
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  • Shi Wu,

    1. Shanghai Key Laboratory of Green Chemistry and Chemical Processes, Department of Chemistry, East China Normal University, North Zhongshan Road 3663, Shanghai (P.R. China), Fax: (+86) 21-62233323
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  • Dr. Guirong Zhang,

    1. Shanghai Key Laboratory of Green Chemistry and Chemical Processes, Department of Chemistry, East China Normal University, North Zhongshan Road 3663, Shanghai (P.R. China), Fax: (+86) 21-62233323
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  • Prof. Dr. Guohua Gao

    Corresponding author
    1. Shanghai Key Laboratory of Green Chemistry and Chemical Processes, Department of Chemistry, East China Normal University, North Zhongshan Road 3663, Shanghai (P.R. China), Fax: (+86) 21-62233323
    • Shanghai Key Laboratory of Green Chemistry and Chemical Processes, Department of Chemistry, East China Normal University, North Zhongshan Road 3663, Shanghai (P.R. China), Fax: (+86) 21-62233323

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Abstract

An effective one-pot method for the conversion of carbon dioxide, ethylene oxide, and amines to 3-aryl-2-oxazolidinones has been developed. This one-pot method consists of two parallel reactions and a subsequent cascade reaction between the two products of the corresponding parallel reactions. Notably, the binary ionic liquids of 1-butyl-3-methyl-imidazolium bromide and 1-butyl-3-methyl-imidazolium acetate demonstrate a synergistic catalytic effect on this new strategy. 1-Butyl-3-methyl-imidazolium bromide is essential in two parallel reactions owing to the good nucleophilicity and leaving ability of bromide, and 1-butyl-3-methyl-imidazolium acetate plays a dominant role in the subsequent cascade reaction owing to the strong basicity of acetate. In addition, the binary ionic liquids can be used thrice without significant loss of catalytic activity.

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