Sulfinatodehalogenation reactions of gem-aryl disubstituted methylenecyclopropanes with perfluoroiodoalkanes

Sulfinatodehalogenation reaction of gem-aryl disubstituted methylenecyclopropanes (MCPs) 1 with perfluoroiodoalkanes produces the corresponding ring-opened products 4-iodo-1,1-diaryl-2-perfluorobutyl-but-1-enes 2, rearranged products 1,2-dihydronaphthalenes 3, and addition products 1-perfluoroalkyl-1-(diarylmethyl)cyclopropanes 4 in the presence of sodium dithionite in moderate yields through a radical process under mild conditions. The major product 2 is derived from radical ring-opening reaction of MCPs 1.