title: New synthetic equivalent of nitromalonaldehyde treatable in organic media.
abstract: beta-Nitroenamines having a formyl group at the beta-position behave as the synthetic equivalent of unstable nitromalonaldehyde, which is a useful synthon for syntheses of versatile nitro compounds. High solubility of the nitroenamines into general organic solvents enables us to conduct reactions in the organic media accompanied by easy experimental manipulations and considerable safety. When nitroenamines are treated with 1,2-bifunctional nucleophiles such as hydrazines, hydroxylamine and glycine ester, nitrated pyrazoles, isoxazole and pyrrole-2-carboxylate were readily prepared. This methodology was also applicable to guanidines and 1,2-diamines, leading to pyrimidines and 1,4-diazepines, respectively.
authors.affiliation: Department of Chemistry, Osaka Kyoiku University, Asahigaoka 4-698-1, Kashiwara, Osaka 582-8582, Japan.
authors.forename: Nagatoshi
authors.initials: N
authors.lastname: Nishiwaki
authors.forename: Takuma
authors.initials: T
authors.lastname: Ogihara
authors.forename: Toshiko
authors.initials: T
authors.lastname: Takami
authors.forename: Mina
authors.initials: M
authors.lastname: Tamura
authors.forename: Masahiro
authors.initials: M
authors.lastname: Ariga