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Homohalocyclization: Electrophilic Bromine-Induced Cyclizations of Cyclopropanes

  • June 23, 2015

An efficient method for the halocyclization of cyclopropanes has been developed. The cyclopropanes undergo a 1,3-addition reaction to form homohalocyclization products compared to conventional alkene halocyclizations. The reaction can be induced by various electrophilic halogenating agents including 1,3-dibromo-5,5-dimethylhydantoin and N-iodosuccinimide. In cyclopropane derivatives with a preexisting stereocenter, excellent induced diastereoselectivities can be observed.


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