Abstract The acyl thioacetanilide 3 condensed with 2-bromotetralone to give the spiroketone 5. A similar reaction of the tetralone with the acyl-N-ethylthioacetamide 4 afforded small amounts of the unsaturated spiroketone 6 with the isomeric dihydrobenz [g] indole 7 as the major product. Compound 7 was aromatized to the benz [g] indole 8 in high yield.