期刊论文详细信息
Journal of the Brazilian Chemical Society
Synthesis of unsymmetrical aryl-ethynylated benzenes via regiocontrolled Sonogashira reaction of 1,3,5-tribromobenzene
Kamal M. Dawood1  Hamdi M. Hassaneen1  Hyam A. Abdelhadi1  Mohamed S. M. Ahmed1  Mohamed A.-m. Mohamed1 
[1] ,Cairo University Faculty of Science Chemistry DepartmentGiza,Egypt
关键词: arylacetylenes;    cross-coupling;    catalysis;    palladium;    aqueous media;   
DOI  :  10.5935/0103-5053.20140163
来源: SciELO
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【 摘 要 】

Sonogashira coupling of trimethylsilylacetylene with 4-alkyloxy-1-iodobenzenes gave 2-(4-(alkyloxy)phenyl)ethynyltrimethylsilanes which undergo deprotection via removal of TMS-group using tetrabutylammonium fluoride (TBAF) in THF at room temperature to afford the corresponding terminal 2-(4-(alkyloxy)phenyl)acetylenes. Regiocontrolled Sonogashira cross-coupling of 1,3,5-tribromobenzene with the terminal arylacetylenes in aqueous medium resulted in the formation of mono-, di- and tri-alkynylated benzene derivatives in moderate to good yields. Factors affecting the regioselective alkynylation were also examined.

【 授权许可】

CC BY   
 All the contents of this journal, except where otherwise noted, is licensed under a Creative Commons Attribution License

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