Furans-Maleimides Diels-Alder Reactions in Protic Ionic Liquid |
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Authors: | XAWKAT Ahmat ABLAJAN Keyume HIRAKU Shinozaki |
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Institution: | [1]Department of Materials and Life Sciences, Graduate School of Advanced Science and Technology, Tokyo Denki University, 2-2 Kanda Nishiki-cho, Chiyoda-ku, Tokyo 101-8457, Japan [2]Institute of Chemistry and Chemical Engineering, Xinjiang University, Urumchi 830046, P. R. China |
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Abstract: | The authors have studied the Diels-Alder reactions between furan derivatives and maleimide derivatives in an ionic liquid and have found that higher reactivity can be obtained in a protic ionic liquid Mim]Tf2N than in the conventional organic solvent.Furthermore,in the Diels-AIder reactions of 2- and 2,5-alkylfurans with N-alkylmaleimide,the reactivity increases by extending the alkyl chain length of N-alkylmaleimide.In addition,it was demonstrated that endo-selectivity increases when 2,5-disubstituted furans are used.These results will be explained by comparing the stability of the Diels-Alder adduct with that of the products obtained from the reactions of 2-substituted furans and 2,5-disubstituted furans. |
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Keywords: | Diels-Alder reaction Furan derivative Maleimide derivative Protic ionic liquid |
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