Australian journal of chemistry

A'Classical'approach to the synthesis of perloline

B Kasum, RH Prager

Index: Kasum, Bruno; Prager, Rolf H. Australian Journal of Chemistry, 1983 , vol. 36, # 7 p. 1455 - 1467

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Citation Number: 13

Abstract

Abstract An approach to the synthesis of perloline by the reaction of (2-bromophenyl)(3', 4'- dimethoxy-phenyl) amine with a suitably 4-substituted 2-oxo-1, 2-dihydropyridine-3- carboxylic acid was unsuccessful due to the inability to form the amide bond. The diphenylamine was efficiently synthesized from the nitrone of dimethoxybenzylidene-2- bromoaniline via the oxaziridine, the thermal rearrangement of which was investigated. ...