Novel insertion reactions of dichloro-and dibromocarbene into carbon-hydrogen bonds adjacent to cyclopropane rings are reported. It is found that the predominant isomers formed in the reactions with bicyclo [4.1. 0] heptane result from insertion into the endo carbon- hydrogen bonds alpha to the three-membered ring. In the reactions of bicyclo [3.1. 0] hexane, however, the exo dihalocarbene insertion products are formed as the major ...