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  Double nucleophilic attack on isocyanide carbon: a synthetic strategy for 7-aza-tetrahydroindoles.

  Li Y, Xu X, Xia C, Zhang L, Pan L, Liu Q.

  Chem Commun (Camb). 2012 Dec 28;48(100):12228-30.

  A novel and efficient route for the synthesis of 7-aza-tetrahydroindoles from N-aryl/alkyl-alkenoylacetamides and ethyl isocyanoacetate is described. A mechanism, involving a stepwise [3+2] cycloaddition-intramolecular aza-Michael addition cascade, is proposed that explains the origin of the double nucleophilic attack on the isocyanide carbon atom.

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