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Keywords:

  • arylation;
  • catalysis;
  • C[BOND]C bond formation;
  • C[BOND]H activation;
  • ruthenium

Abstract

Selective monoarylation of aryl 2-pyridyl ketones with a variety of arylbromides via arene sp2 C[BOND]H bond activation/functionalisation is achieved with a [RuCl2(p-cymene)]2/ p-CF3C6H4CO2H catalytic system. The reaction via a 6-membered ruthenacycle is more difficult to perform than via a 5-membered cyclometallate but the activation of only one ortho C[BOND]H bond is unprecedentedly highly selective. A variety of functional 2-pyridine derivatives are easily obtained. It is shown via H/D exchange that the carboxylic acid favours the reversible C[BOND]H bond activation.