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An efficient approach for the synthesis of fused 2-aminopyrroles via geminal enediamines and π-deficient 1,2-dihaloarenes is presented. The two-step methodology includes aromatic nucleophilic substitution of the activated halogen of dihaloarene with enediamine Cnucleophilic center followed by Cu-catalyzed intramolecular N-arylation. This approach allows access to a variety of 2-amino-6-nitroindoles and 6-aminopyrrolo[3,2-d]pyrimidines (including N-monoand N,Ndisubstituted) in moderate and good yields under mild conditions.

Reaction of 1,2-Dihaloarenes with Ethyl 2-(Imidazolidin-2-ylidene)acetate. A Novel Method for the Synthesis of 2,3-Dihydro-1H-imidazo[1,2-a]indoles and Their AzaAnalogues. -(MISHINA, M. S.; IVANOV, A. Y.; DAR'IN, D. V.; LOBANOV*, P. S.; Chem. Heterocycl. Compd. (N. Y., NY, U. S.) 49 (2013) 4, 648-650, http://dx.