Novel cyclopropane-shift type reaction of diaryl (2-halogenocyclopropyl) methanols 2b and 7 proceeded by using BF3· OEt2 and TiCl4, respectively. Utilizing these reactions, 1-aryl-3- chloro-1, 2-methanoindans 5 and 9, 1-aryl-3-methylnaphthalenes 6, and 1, 2-methano-1- arylindens 10 were constructed.