A FACILE AND EFFICIENT SYNTHESIS OF α-HYDRAZINO-α,β-UNSATURATED NITRO COMPOUNDS

摘要

Novel α- hydrazino- α,β-unsaturated nitro compounds were synthesized from α,β- unsaturated nitro compounds and azo compounds and azo compounds in a one pot, atom economical operation in quantitave yield. The reaction catalyzed by an amine such as imidazole or 4-N,N-dimethlamino pyridine (DMAP) takes place at room temperatute in a variety of solvent and involves a novel C-N bond formation via coupling of the a-position of the α, β -unsaturated nitro compound with the azo compound. This method provides a novel route to natural/unnatural amino acids and other synthetically and biologically useful building blocks.