Synfacts 2007(6): 0665-0665  
DOI: 10.1055/s-2007-968525
Polymer-Supported Synthesis
© Georg Thieme Verlag Stuttgart · New York

Stille Cross-Coupling Reaction Using Polymer-Supported Vinyltin Reagents

Contributor(s): Yasuhiro Uozumi, Yutaka Matsuura
J.-M. Chrétien, A. Mallinger, F. Zammattio*, E. Le Grognec, M. Paris, G. Montavon, J.-P. Quintard*
Université de Nantes, France
Further Information

Publication History

Publication Date:
22 May 2007 (online)

Significance

Polymer-supported vinyltin reagents 2 and 3 were prepared from triorganotin iodide 1. The synthetic potential of 2 and 3 was examined for the palladium-catalyzed Stille cross-coupling reaction. The reactions of aryl halides (I or Br) and the polymeric tin reagents (2 or 3) were carried out with Pd(PPh3)4 in toluene to give the corresponding styrene derivatives (10 examples, 78-100% conversion). ICP-MS analyses performed on the coupling products exhibited very low amount of organo­tin residues.