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Highly efficient method for the copper-catalyzed selective synthesis of diaryl chalcogenides from easily available chalcogen sources

(2011) EUROPEAN JOURNAL OF ORGANIC CHEMISTRY. 2011(36). p.7331-7338
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Abstract
An efficient protocol for copper-catalyzed CS or CSe bond formation between aryl iodides and easily available chalcogen sources leading to diaryl chalcogenides is reported. A variety of symmetrical diaryl sulfides and diaryl selenides were synthesized in good to excellent yields. Unsymmetrical diaryl sulfides were also obtained in moderate yields from two different aryl iodides by a one-pot tandem process. This strategy was further successfully utilized for the synthesis of 2-phenylbenzo[b]thiophene and of [1]benzothieno[3,2-b]benzothiophene.
Keywords
Selective synthesis, Synthetic methods, Cross-coupling, Copper, Sulf-ur, Selenium, ADHESION MOLECULE-1 INTERACTION, CROSS-COUPLING REACTIONS, P-ARYLTHIO CINNAMIDES, SULFUR BOND FORMATION, ONE-POT SYNTHESIS, UNSYMMETRICAL DIARYL, C-SE, NUCLEOPHILIC-SUBSTITUTION, ORGANOSELENIUM COMPOUNDS, CASCADE REACTION

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Citation

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Chicago
Li, Yaming, Caiping Nie, Huifeng Wang, Xiaoying Li, Francis Verpoort, and Chunying Duan. 2011. “Highly Efficient Method for the Copper-catalyzed Selective Synthesis of Diaryl Chalcogenides from Easily Available Chalcogen Sources.” European Journal of Organic Chemistry 2011 (36): 7331–7338.
APA
Li, Yaming, Nie, C., Wang, H., Li, X., Verpoort, F., & Duan, C. (2011). Highly efficient method for the copper-catalyzed selective synthesis of diaryl chalcogenides from easily available chalcogen sources. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2011(36), 7331–7338.
Vancouver
1.
Li Y, Nie C, Wang H, Li X, Verpoort F, Duan C. Highly efficient method for the copper-catalyzed selective synthesis of diaryl chalcogenides from easily available chalcogen sources. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY. 2011;2011(36):7331–8.
MLA
Li, Yaming, Caiping Nie, Huifeng Wang, et al. “Highly Efficient Method for the Copper-catalyzed Selective Synthesis of Diaryl Chalcogenides from Easily Available Chalcogen Sources.” EUROPEAN JOURNAL OF ORGANIC CHEMISTRY 2011.36 (2011): 7331–7338. Print.
@article{3057885,
  abstract     = {An efficient protocol for copper-catalyzed CS or CSe bond formation between aryl iodides and easily available chalcogen sources leading to diaryl chalcogenides is reported. A variety of symmetrical diaryl sulfides and diaryl selenides were synthesized in good to excellent yields. Unsymmetrical diaryl sulfides were also obtained in moderate yields from two different aryl iodides by a one-pot tandem process. This strategy was further successfully utilized for the synthesis of 2-phenylbenzo[b]thiophene and of [1]benzothieno[3,2-b]benzothiophene.},
  author       = {Li, Yaming and Nie, Caiping  and Wang, Huifeng and Li, Xiaoying and Verpoort, Francis and Duan, Chunying },
  issn         = {1434-193X},
  journal      = {EUROPEAN JOURNAL OF ORGANIC CHEMISTRY},
  keyword      = {Selective synthesis,Synthetic methods,Cross-coupling,Copper,Sulf-ur,Selenium,ADHESION MOLECULE-1 INTERACTION,CROSS-COUPLING REACTIONS,P-ARYLTHIO CINNAMIDES,SULFUR BOND FORMATION,ONE-POT SYNTHESIS,UNSYMMETRICAL DIARYL,C-SE,NUCLEOPHILIC-SUBSTITUTION,ORGANOSELENIUM COMPOUNDS,CASCADE REACTION},
  language     = {eng},
  number       = {36},
  pages        = {7331--7338},
  title        = {Highly efficient method for the copper-catalyzed selective synthesis of diaryl chalcogenides from easily available chalcogen sources},
  url          = {http://dx.doi.org/10.1002/ejoc.201101121},
  volume       = {2011},
  year         = {2011},
}

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