1-Benzenesulfonyl-5-aminoindole, prepared from 5-nitroindole, was condensed with alkyl isothiocyanates and separately with carbon disulfide and alkyl bromides/iodides to furnish efficiently the corresponding N-alkyl-thioureidoindoles the alkyl N-(indol-5′-yl) dithiocarbamates, respectively. Their cyclisation using N-bromosuccinimide (NBS) and 1, 8- diazabicyclo [5.4. 0] undec-7-ene (DBU), in the cold, followed by indolic N-deprotection, ...