Australian Journal of Chemistry

Nitrones and oxazirans. I. Preparation of 1-pyrroline 1-oxides and 1-pyrrolines by reductive cyclization of γ-nitro carbonyl compounds

JB Bapat, DS Black

Index: Bapat,J.B.; Black,D.S.C. Australian Journal of Chemistry, 1968 , vol. 21, p. 2483 - 2495

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Citation Number: 28

Abstract

Abstract A series of new pyrroline I-oxides and their related pyrrolines is described. Preparation of these compounds by reductive cyclization of y-nitro carbonyl compounds is discussed. This method is critically dependent on the reducing agent in the preparation of pyrroline 1-oxides and various procedures are assessed. Zinc in aqueous ammonium chloride is successful only in the formation of 2-aryl-5, 5-dimethyl-substituted pyrroline 1- ...