Reductive Addition to Electron-deficient Olefins with Trivalent Iodine Compounds

Article abstract of DOI:10.1016/S0040-4020(01)88042-X

(Diacyloxyiodo)arene was treated with electron-deficient olefins in the presence of hydrogen donor such as 1,4-cyclohexadiene to give the reductive addition products via alkyl radical through the radical decarboxylative pathway in good yields.Moreover, this system was able to generate either alkoxycarbonyl radicals or alkyl radicals with benzene, which was prepared from alcohol, oxalyl chloride, and (diacetoxyiodo)benzene via two steps, depending on reaction conditions.These radicals were also utilized for C-C bond formation with electron-deficient olefins.