[structure: see text] A synthesis of three new spirans, derived from methylbenzenes, containing the 1,5-benzodithiepine system is reported. X-ray structure proved the identity of model monospiran 9. In the solid and liquid state, the conformation of the seven-membered ring is chair, and the five-membered ring has the envelope conformation. The effect of conformational transmission in spirans 9 and 10 was observed. The synthesis of trispirans from hexamethylbenzene using the proposed scheme is also possible.