Beilstein Journal of Organic Chemistry (Jul 2013)

An organocatalytic route to 2-heteroarylmethylene decorated N-arylpyrroles

  • Alexandre Jean,
  • Jérôme Blanchet,
  • Jacques Rouden,
  • Jacques Maddaluno,
  • Michaël De Paolis

DOI
https://doi.org/10.3762/bjoc.9.168
Journal volume & issue
Vol. 9, no. 1
pp. 1480 – 1486

Abstract

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A concise and regioselective preparation of 2-heteroarylmethylene decorated N-arylpyrroles is described through a metal-free Mannich/Wittig/hydroamination sequence followed by isomerization of the N-arylpyrrolidine adducts. Furthermore, the C–H regioselective oxidation of these substrates is demonstrated, extending the molecular diversity and versatility of these scaffolds.

Keywords