Friedel–Crafts acylation of 2-methyl-1-phenylsulfonylindole 6 gave the 3-acyl derivatives 7 which upon side chain bromination with N-bromosuccinimide (NBS) followed by treatment with primary amines afforded the title compounds 9. Diels–Alder reaction of 9 with dimethyl acetylenedicarboxylate (DMAD) gave the polysubstituted carbazoles 12.
A. Jeevanandam and P. C. Srinivasan, J. Chem. Soc., Perkin Trans. 1, 1995, 2663 DOI: 10.1039/P19950002663
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