Acid, silver, and solvent-free gold-catalyzed hydrophenoxylation of internal alkynes.

Autor: Richard ME; Department of Chemistry, Bucknell University, Lewisburg PA, 17837, USA., Fraccica DV, Garcia KJ, Miller EJ, Ciccarelli RM, Holahan EC, Resh VL, Shah A, Findeis PM, Stockland RA Jr
Jazyk: angličtina
Zdroj: Beilstein journal of organic chemistry [Beilstein J Org Chem] 2013 Oct 02; Vol. 9, pp. 2002-8. Date of Electronic Publication: 2013 Oct 02 (Print Publication: 2013).
DOI: 10.3762/bjoc.9.235
Abstrakt: A range of arylgold compounds have been synthesized and investigated as single-component catalysts for the hydrophenoxylation of unactivated internal alkynes. Both carbene and phosphine-ligated compounds were screened as part of this work, and the most efficient catalysts contained either JohnPhos or IPr/SIPr. Phenols bearing either electron-withdrawing or electron-donating groups were efficiently added using these catalysts. No silver salts, acids, or solvents were needed for the catalysis, and either microwave or conventional heating afforded moderate to excellent yields of the vinyl ethers.
Databáze: MEDLINE