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Issue 32, 2019
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Cu-Mediated arylselenylation of aryl halides with trifluoromethyl aryl selenonium ylides

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Abstract

An unprecedented arylselenylation of aryl halides with trifluoromethyl aryl selenonium ylides in the presence of copper is described. The reaction proceeded at 100–140 °C under ligand- and additive-free conditions for 3–20 h to form a variety of unsymmetrical diaryl selenides in good to high yields. Arylselenylation is easy to operate, has good functional group tolerance, and demonstrates the different reaction profiles of trifluoromethyl aryl selenonium ylides from the homologous trifluoromethyl aryl sulfonium ylides.

Graphical abstract: Cu-Mediated arylselenylation of aryl halides with trifluoromethyl aryl selenonium ylides

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Supplementary files

Article information


Submitted
07 Jul 2019
Accepted
23 Jul 2019
First published
24 Jul 2019

Org. Biomol. Chem., 2019,17, 7468-7473
Article type
Paper

Cu-Mediated arylselenylation of aryl halides with trifluoromethyl aryl selenonium ylides

S. Wu, J. Shi and C. Zhang, Org. Biomol. Chem., 2019, 17, 7468
DOI: 10.1039/C9OB01506J

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