articleJournal of the American Chemical SocietyDec 6, 2010Closed access

Rhodium(III)-Catalyzed Arene and Alkene C−H Bond Functionalization Leading to Indoles and Pyrroles

University of Ottawa

PubMed
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Abstract

Recently, the rhodium(III)-complex [Cp*RhCl(2)](2) 1 has provided exciting opportunities for the efficient synthesis of aromatic heterocycles based on a rhodium-catalyzed C-H bond functionalization event. In the present report, the use of complexes 1 and its dicationic analogue [Cp*Rh(MeCN)(3)][SbF(6)](2) 2 have been employed in the formation of indoles via the oxidative annulation of acetanilides with internal alkynes. The optimized reaction conditions allow for molecular oxygen to be used as the terminal oxidant in this process, and the reaction may be carried out under mild temperatures (60 °C). These conditions have resulted in an expanded compatibility of the reaction to include a range of new internal…

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Authors

4

Topics & keywords

Keywords
  • Chemistry
  • Rhodium
  • Regioselectivity
  • Catalysis
  • Acetanilide
  • Alkene
  • Annulation
  • Combinatorial chemistry
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