Methionine: a green and efficient promoter for copper‐catalyzed Sonogashira cross‐coupling reactions |
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| Authors: | Abdol R Hajipour Fatemeh Mohammadsaleh |
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| Institution: | 1. Pharmaceutical Research Laboratory, Department of Chemistry, Isfahan University of Technology, Isfahan, IR, Iran;2. Department of Pharmacology, University of Wisconsin, Medical School, Madison, WI, USA |
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| Abstract: | In the presence of amino acids as environmentally friendly ligands, CuI‐catalyzed Sonogashira cross‐coupling of various aryl halides with phenylacetylene was conducted to afford the corresponding internal alkynes. l ‐Methionine was found to be useful for this palladium‐free and amine‐free coupling reaction. It was also found that the solvent system plays an important role in this reaction, and significantly affects the product formation and reaction rate. Sonogashira coupling of aryl iodides and aryl bromides in dimethylsulfoxide or dimethylformamide gave the coupled products in good to excellent yields. Copyright © 2015 John Wiley & Sons, Ltd. |
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| Keywords: | amino acid copper catalysis cross‐coupling reaction Sonogashira internal alkyne |
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