Palladium-catalyzed c-S activation/aryne insertion/coupling sequence: Synthesis of functionalized 2-quinolinones

  • Dong Y
  • Liu B
  • Chen P
 et al. 
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Abstract

The insertion of an aryne into a C-S bond can suppress the addn. of an S nucleophile to the aryne in the presence of palladium. Catalyzed by Pd(OAc)2, a wide range of α-carbamoyl ketene dithioacetals readily react with arynes to selectively afford functionalized 2-quinolinones in high yields under neutral reaction conditions by a C-S activation/aryne insertion/intramol. coupling sequence. The attractive feature of the new strategy also lies in the versatile transformations of the alkythio-substituted quinolinone products. [on SciFinder(R)]

Author-supplied keywords

  • C-S activation
  • annulation
  • arynes
  • heterocycles
  • synthetic methods

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