Perfluoropropylation of Furans, Thiophenes, and Pyridines with Bis(heptafluorobutyryl) Peroxide

Article abstract of DOI:10.1246/bcsj.59.215

Bis(heptafluorobutyryl) peroxide (1) smoothly reacted with furans and thiophenes under mild conditions to regioselectively give 2-perfluoropropylfurans and thiophenes in high yields.Mechanistically, reactions with furans or thiophenes are considered to be initiated by one-electron transfers from substrates to 1.On the other hand, the perfluoropropylation of pyridine was proceeded by the usual free-radical substitution to a pyridinium salt by a heptafluoropropyl radical produced by the homolytic decomposition of 1.