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Copper-catalyzed Hiyama coupling of (hetero)aryltriethoxysilanes with (hetero)aryl iodides.

Authors
  • Gurung, Santosh K1
  • Thapa, Surendra
  • Vangala, Adarsh S
  • Giri, Ramesh
  • 1 Department of Chemistry & Chemical Biology, University of New Mexico , Albuquerque, New Mexico 87131, United States. , (Mexico)
Type
Published Article
Journal
Organic Letters
Publisher
American Chemical Society
Publication Date
Oct 18, 2013
Volume
15
Issue
20
Pages
5378–5381
Identifiers
DOI: 10.1021/ol402701x
PMID: 24079478
Source
Medline
License
Unknown

Abstract

A Cu(I)-catalyzed Hiyama coupling was achieved, which proceeds in the absence of an ancillary ligand for aryl-heteroaryl and heteroaryl-heteroaryl couplings. A P,N-ligand is required to obtain the best product yields for aryl-aryl couplings. In addition to facilitating transmetalation, CsF is also found to function as a stabilizer of the [CuAr] species, potentially generated as an intermediate after transmetalation of aryltriethoxysilanes with Cu(I)-catalysts in the absence of ancillary ligands.

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