Reactions of smi_2 with nitro olefins

摘要

SmI_2, one of the most versatile single electron transfer reducing agents, is capable of reducing nitro compounds to the corresponding hydroxylamines, amines, and azo derivatives. In the absence of a proton source, the reduction results in the formation of azo- and azoxyben- zene. When SmI_2 was reacted with 1,1-diphenyl-2,2- dinitroethylene (DPDN) in THF at room temperature for 2 min prior to quenching with 10/100 aqueous HCI, the products shown in eq 1 were obtained.