The reaction of 3-nitro-N-(phenylsulfonyl)indole 1 with ethyl isocyanoacetate 2 under the Barton–Zard pyrrole synthesis conditions gives ethyl 8-(phenylsulfonyl)-1,8-dihydropyrrolo[2,3-b]indole-2-carboxylate 3 rather than the anticipated ethyl 4-(phenylsulfonyl)-2,4-dihydropyrrolo[3,4-b]indole-3-carboxylate 4.
E. T. Pelkey, L. Chang and G. W. Gribble, Chem. Commun., 1996, 1909 DOI: 10.1039/CC9960001909
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