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

Yaming Li, Caiping Nie, Huifeng Wang, Xiaoying Li, Francis Verpoort UGent and Chunying Duan (2011) EUROPEAN JOURNAL OF ORGANIC CHEMISTRY. 2011(36). p.7331-7338
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.
Please use this url to cite or link to this publication:
author
organization
year
type
journalArticle (original)
publication status
published
subject
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
journal title
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Eur. J. Org. Chem.
volume
2011
issue
36
pages
7331 - 7338
Web of Science type
Article
Web of Science id
000297732400011
JCR category
CHEMISTRY, ORGANIC
JCR impact factor
3.329 (2011)
JCR rank
14/56 (2011)
JCR quartile
2 (2011)
ISSN
1434-193X
DOI
10.1002/ejoc.201101121
language
English
UGent publication?
no
classification
A1
copyright statement
I have transferred the copyright for this publication to the publisher
id
3057885
handle
http://hdl.handle.net/1854/LU-3057885
date created
2012-11-22 11:21:51
date last changed
2018-01-29 12:12:34
@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},
}

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.