PALLADIUM CATALYZED COUPLING OF F-VINYL ZINC REAGENTS WITH ARYL IODIDES. AN IMPROVED SYNTHESIS OF α,β,β-TRIFLUOROSTYRENES AND THE STEREOSPECIFIC PREPARATION OF 1-PHENYL-F-PROPENES

Article abstract of DOI:10.1016/S0022-1139(00)85092-7

Palladium catalyzed coupling of trifluorovinyl zinc reagents with substituted aryl iodides provides a practical high yield route to α,β,β-trifluororstyrenes.Ortho, meta, and para substituted aryl iodides all work equally well.Similar coupling with E- and Z-1-iodo-F-propenes outlines the first stereospecific preparative route to 1-aryl-F-olefins.This approach provides a rapid, easily scaled-up synthesis via a one pot procedure to these valuable styrenes from commercially available precursors without recourse to low temperature processes or the use of unstable reaction intermediates.