Simple synthesis of endo‐2‐bromo‐5‐thiabicyclo[2.1.1]hexane

A brief synthesis of endo‐2‐bromo‐5‐thiabicyclo [2.1.1]hexane (9) has been developed involving conversion of 3‐cyclopentenol (6) to 3‐thioacetoxycyclopentene (7), bromination of this giving trans‐1,2‐dibromo‐4‐thioacetoxycyclopentane (8), and treatment of the latter with base. Compound 9 is oxidized to its S‐oxide 10 and S, S‐dioxide 11. Comparative 13C and 1H NMR data are given for 9–11.