Synfacts 2008(7): 0754-0754  
DOI: 10.1055/s-2008-1077840
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart · New York

Vinylation and Difluorovinylation of Arylboronic Acids with Vinyl Tosylates

Contributor(s): Paul Knochel, Andrei Gavryushin
T. M. Gøgsig, L. S. Søbjerg, A. T. Lindhardt, K. L. Jensen, T. Skrydstrup*
University of Aarhus, Denmark
Weitere Informationen

Publikationsverlauf

Publikationsdatum:
20. Juni 2008 (online)

Significance

Substituted styrenes are valuable intermediates in organic synthesis as well as useful polymer precursors. This publication describes a useful alternative to common methods for their synthesis based on olefinic moieties as nucleophilic species. Vinyl and 2,2-difluorovinyl tosylates are easily to prepare and to handle. The cross-coupling reactions proceed in good yields even with highly functionalized heterocyclic substrates. Difluorostyrenes are interesting bioisosteres of carbonyl compounds.