K3PO4-promoted Cyclopropanation of Electron-deficient Alkenes with 2-Bromo-1,3-propanedione Compounds |
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Authors: | CHEN Zhanguo WEN Ting HOU Dan |
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Affiliation: | Key Laboratory for Macromolecular Science of Shaanxi Province, School of Chemistry and Chemical Engineering, Shaanxi Normal University, Xi'an 710119, P. R. China |
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Abstract: | An easy and efficient method for the synthesis of multisubstituted cyclopropane derivatives from electron-deficicent alkenes with 2-bromo-1,3-propanedione compounds was described. For this method, ethyl α-cyanocinnamate derivatives 1 and β,β-dicyanostyrene derivatives 4 can all smoothly react with 2-bromo-1,3-propanedione compounds 2 to afford the corresponding multisubstituted cyclopropane derivatives 3 and 5 in good to excellent yields(up to 100%) promoted by anhydrous K3PO4 in DMF at room temperature, respectively. A possible mechanism of this reaction was proposed. Structures of all the products were confirmed by 1H NMR, 13C NMR and HRMS. |
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Keywords: | Cyclopropanation Multisubstituted cyclopropane derivative Electron-deficicent alkene 2-Bromo-1 3-propanedione compound |
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