One-pot near-ambient temperature syntheses of aryl(difluoroenol) derivatives from trifluoroethanol.

Autor: Kyne SH; WestChem Department of Pure and Applied Chemistry, Thomas Graham Building, 295 Cathedral Street, Glasgow, UK G1 1XL., Percy JM, Pullin RD, Redmond JM, Wilson PG
Jazyk: angličtina
Zdroj: Organic & biomolecular chemistry [Org Biomol Chem] 2011 Dec 21; Vol. 9 (24), pp. 8328-39. Date of Electronic Publication: 2011 Nov 07.
DOI: 10.1039/c1ob06372c
Abstrakt: Difluoroalkenylzinc reagents prepared from 1-(2'-methoxy-ethoxymethoxy)-2,2,2-trifluoroethane and 1-(N,N-diethylcarbamoyloxy)-2,2,2-trifluoroethane at ice bath temperatures underwent Negishi coupling with a range of aryl halides in a convenient one pot procedure. While significant differences between the enol acetal and carbamate reagents were revealed, the Negishi protocol compared very favourably with alternative coupling procedures in terms of overall yields from trifluoroethanol.
Databáze: MEDLINE