Reactions of Arylvinylidenecyclopropanes with Bromine and Iodine

Reactions of arylvinylidenecyclopropanes 1 with equimolar amount of bromine or iodine at low temperature produced the corresponding addition products 2, 3 and 5, 6 in moderate to good yields at -40 °C and -100 °C, respectively. On the other hand, the reactions of 1 with equimolar amount of iodine gave the corresponding iodinated naphthalene derivatives 4 via the ­corresponding addition products 3 under similar conditions at 25 °C. The further transformation of the addition product 6a has been presented.