The starting compounds 7-acetyl-8-aryl-4-cyano1,6-dimethyl-6-hydroxy-5,6,7,8-tetrahydroisoquinoline(2H)-3-thiones 3a,b were synthesized and reacted with some N-aryl-2- chloroacetamides 4a−e in the presence of sodium acetate to produce 7-acetyl-8-aryl-3-(N-arylcarbamoylmethylsulfanyl)-4- cyano-1,6-dimethyl-6-hydroxy-5,6,7,8-tetrahydroisoquinolines 5a− g. Upon heating in ethanol containing sodium ethoxide, they underwent intramolecular Thorpe−Zeigler cyclization, affording the corresponding 7-acetyl-1-amino-6-aryl-2-(N-arylcarbamoyl)- 5,8-dimethyl-8-hydroxy-6,7,8,9-tetrahydrothieno[2,3-c]- isoquinolines 6a−g. Compounds 6c,g,f were converted into the corresponding 1−(1-pyrrolyl) derivatives 7a−c by heating with 2,5-dimethoxytetrahydrofuran in glacial acetic acid. Structures of all synthesized compounds were characterized by elemental and spectral analyses. Also, the crystal structure of compounds 5a was determined by X-ray diffraction analysis.