Stille Cross-Coupling Reaction Using Polymer-Supported Vinyltin Reagents

J.-M. Chrétien; A. Mallinger; F. Zammattio; E. Le Grognec; M. Paris; G. Montavon; J.-P. Quintard

doi:10.1055/s-2007-968525

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Synfacts 2007(6): 0665-0665
DOI: 10.1055/s-2007-968525

Polymer-Supported Synthesis

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

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Publikationsdatum:
22. Mai 2007 (online)

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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.