N-Aminopyridinium誘導体の反応(第10報) : Pyridine N-Arylimine誘導体のニトロ化および過酸化水素による酸化反応

概要

論文の詳細を見る
The previous assumption that the aromatic ring systems of pyridine N-arylimine (II), a kind of stable pyridinium N-ylide, have a greater π-electron density than that of the corresponding parent compounds was tested by the nitration of pyridine N-(nitrophenyl)-imines (IIa-e). In this reaction, the benzene ring was first nitrated easily to the trinitro compound (IIc) and a nitro group was further introduced into 4-position of the pyridine ring, which was reactive to nucleophilic reagents and underwent substitution to afford alkoxy and chloro compounds (III, IV, V). This reactivity of the pyridine ring is similar to that of pyridine N-oxide derivatives. The imine nitrogen of pyridine N-arylimines was oxidized with hydrogen peroxide accompanying the N-N bond cleavage to convert to the nitro group together with other minor products.
公益社団法人日本薬学会の論文
1971-02-25