Stephen J Heffernan

Publications (3)18.08 Total impact

• Article: Gold-catalysed cascade rearrangements of ynamide propargyl esters.

  Stephen J Heffernan, James M Beddoes, Mary F Mahon, Alan J Hennessy, David R Carbery
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  ABSTRACT: The Au(i)-catalysed rearrangement of propargylic esters formed from an ynamide has been studied. The reaction is facile, and when conducted in the presence of a reactive indole nucleophile, leads to a cascade process whereby γ-indolyl α-acyloxyenamides are formed in good yield and excellent E-stereoselectivity.
  Chemical Communications 02/2013; 49(23):2314-6. · 6.17 Impact Factor
• Article: Double Gold-Catalysed Annulation of Indoles by Enynones

  Stephen J Heffernan, James P Tellam, Marine E Queru, Andrew C Silvanus, David Benito, Mary F Mahon, Alan J Hennessy, Benjamin I Andrews, David R Carbery
  Advanced Synthesis & Catalysis 01/2013; 355(6):1149-1159. · 6.05 Impact Factor
• Article: Stereoselective double Friedel-Crafts alkylation of indoles with divinyl ketones.

  Andrew C Silvanus, Stephen J Heffernan, David J Liptrot, Gabriele Kociok-Köhn, Benjamin I Andrews, David R Carbery
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  ABSTRACT: A tandem double Friedel-Crafts reaction of indoles and nonsymmetrical divinyl ketones has been achieved. The tandem reaction forms complex [6-5-7]-tricyclic indoles in excellent yields. The reaction is completely regioselective and offers high levels of syn diastereoselectivity. The reaction is also seen to be sensitive to substrate structure and catalyst.
  Organic Letters 04/2009; 11(5):1175-8. · 5.86 Impact Factor