CuCl-catalyzed green oxidative alkyne homocoupling without palladium, ligands and bases

Green Chemistry

Volumn 13, Issue 3, 2011, Pages 591-593

  Yin, Kun ^a   Li, Chunju ^a   Li, Jian ^a   Jia, Xueshun ^a,b  

^a SHANGHAI UNIVERSITY   (China)

^b SHANGHAI INSTITUTE OF ORGANIC CHEMISTRY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 79952475471     PISSN: 14639262     EISSN: 14639270     Source Type: Journal    
DOI: 10.1039/c0gc00413h     Document Type: Article

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47. General procedure: To a stirred solution of alkyne (1.0 mmol) in DMSO (1.0 mL), CuCl (5 mol%), (see Table 3) was added in the open air. The resulting mixture was then allowed to react at 90 °C in air. Process of this reaction was monitored by TLC and the reaction phenomena. (The reactions passed through yellowness, cyan to black from starting to end). After completion of the reaction, 10 mL of ethyl acetate was added. The mixture was filtered through a pad of diatomite under reduced pressure, and the filtration residue was washed with ethyl acetate. Ethyl acetate was removed under reduced pressure. The residue was then purified by column chromatography on silica gel using petroleum ether as eluent to afford the corresponding 1,3-diynes. All of the products are known and were characterized by comparison of their spectral data with those of authentic samples.