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Pyrrolidine 유도체의 산화성 분해 반응에 관한 연구
崔世千,白充善 단국대학교 1992 論文集 Vol.26 No.-
N-alkyl substituted pyrrolidine was easily oxidized by either perbenzoic acid or ozone, forming pyrrolidine N-oxide. Because pyrrolidine N-oxide is relatively more stable than small N-hetero ring componds such as the azirdine or azetidine N-oxide, pyrrolidine N-oxide formed was easily protonated by benzoic acid to give a salt, which was decomposed at 120℃ Pyrrolidine N-oxide formed by ozone, however, was resulted in olefin and N-hy-droxyl compound in a molecule, in which thermally sigmatropic rearrangement, w^2s+π^s+σ^s, was allowed. Furthermore, it was found that the hydrogen bonded to ring carbon directly participated the rearrangement to afford N-hydroxide.