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A Silica-Supported Copper(I) Catalyzed Sonogashira Coupling Reaction

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An immobilization of copper(I) in organic-inorganic hybrid materials catalyzed Sonogashira coupling reaction was developed. Terminal alkynes reacted with aryl iodides and aryl bromides in the presence of 3-(2-aminoethylamino)propyl functionalized silica gel immobilized copper(I) catalyst, triphenylphosphine and potassium carbonate in DMF. The reactions generated the corresponding cross-coupling products in good to excellent yields. Furthermore, silica-supported copper was recovered and recycled by a simple filtration of the reaction solution and used for six consecutive trials without decreases in activity.

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Keywords: Sonogashira coupling reaction; heterogeneous catalyst; immobilization of copper(I); organic-inorganic hybrid material

Document Type: Research Article

Affiliations: Department of Chemistry, Huaibei Coal Teachers College, Huaibei, Anhui 235000, P. R. China.

Publication date: 2006-04-01

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  • Letters in Organic Chemistry publishes original letters on all areas of organic chemistry including synthesis, bioorganic, medicinal, natural products, organometallic, supramolecular, molecular recognition and physical organic chemistry. The emphasis is placed on publishing quality papers very rapidly. Letters are processed rapidly and take full advantage of the Internet technology both for the submission and the review of the manuscripts.
    The journal is essential reading for all organic chemists both in academia and industry.
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