Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
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Pd-Catalyzed Substitution Reactions with Organoindium Reagents in situ Generated from Indium and Allyl or Propargyl Halides

  • Lee, Phil-Ho (Department of Chemistry, Kangwon National University) ;
  • Shim, Eun-Kyong (Department of Chemistry, Kangwon National University) ;
  • Lee, Koo-Yeon (Department of Chemistry, Kangwon National University) ;
  • SeoMoon, Dong (Department of Chemistry, Kangwon National University) ;
  • Kim, Sun-Dae (Department of Chemistry, Kangwon National University)
  • Published : 2005.01.20
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Abstract

Allylindium and propargylindium reagents in situ generated from the reactions of indium with allyl halides and propargyl halides could participate as nucleophiles in Pd-catalyzed substitution reactions of allyl carbonates to produce 1,5-dienes and 1,5-enynes in good yields. $\beta$-Hydride elimination products were produced in case of carbonates having $\beta$-hydrogens. Because organoindium reagents obtained from allyl or propargyl halides and indium have previously not been used to Pd-catalyzed allylic and propargylic substitution reactions, these results should provide more opportunities for the development of new C-C bond forming reactions.

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References

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