Issue 32, 2019

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

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

Supplementary files

Article information

Article type
Paper
Submitted
07 Jul 2019
Accepted
23 Jul 2019
First published
24 Jul 2019

Org. Biomol. Chem., 2019,17, 7468-7473

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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