Bicyclic and tricyclic thienopyridines are converted into sulfones in 13‐73% yield by means of acid‐hypochlorite. The sulfone thieno[2,3‐b]pyridine 1,1‐oxide (Ib) undergoes Diels‐Alder condensation with furan (both exo and endo products formed), anthracene, and naphthacene. Self‐condensation of Ib occurs with elimination of sulfur dioxide to give 8‐(3‐pyridyl)quinoline (XV). The structure of XV was established by means of pmr and a europium shift reagent. Ultraviolet, pmr, and mass spectral data for various compounds are presented and discussed.