Highly efficient transition metal-free coupling of acid chlorides with terminal alkynes in [bmim]Br: A rapid route to access ynones using MgCl2 |
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Authors: | Mohammad Navid Soltani Rad |
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Institution: | Medicinal Chemistry Research laboratory, Department of Chemistry, Shiraz University of Technology, Shiraz 71555-313, Iran |
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Abstract: | A simple, mild, highly efficient and transition metal-free protocol for synthesis of ynones in an ionic liquid is described. In this approach, the coupling reaction of different acid chlorides with terminal alkynes was efficiently carried out using 0.05 mol% MgCl2 in the presence of triethylamine in bmim]Br at room temperature to afford the corresponding ynones in good to excellent yields. This method is highly efficient for various acid chlorides and alkynes including aliphatic, aromatic, and heteroaromatic substrates bearing different functional groups. The influence of some parameters in this reaction including type of ionic liquid, base and catalyst has been discussed. |
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Keywords: | α β-Acetylenic ketone Acid chloride Alkyne C–C coupling reaction Ionic liquid Magnesium chloride |
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