Tetrahedron

Intermolecular transaminations of enaminones: a synthesis of fused, polycyclic, N-aryl pyridones

RJ Friary, V Seidl, JH Schwerdt, TM Chan, MP Cohen…

Index: Friary, Richard J.; Seidl, Vera; Schwerdt, John H.; Chan, Tze-Ming; Cohen, Marvin P.; et al. Tetrahedron, 1993 , vol. 49, # 33 p. 7179 - 7192

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Citation Number: 13

Abstract

Aryl amines reacted with enaminones like (2-chloro-3-pyridinyl)[2-(1-pyrrolidinyl)-1- cyclopenten-1-yl] methanone, and the transaminated products cyclized to aryl-substituted pyridones like 6, 7, 8, 9-tetrahydro-9-phenyl-5H-cyclopenta [b][1, 8] naphthyridin-5-one. The starting enaminones rearranged thermally, also forming pyridones, for example 9-(4- chlorobutyl)-6, 7, 8, 9-tetrahydro-5H-cyclopenta [b][1, 8] naphthyridin-5-one.