Reaction of pyrroles with naphthoquinones. Synthesis of new pyrrolylnaphthoquinone dyes

…, M Hocquaux, S Genard, J Maignan

Index: Lion; Baudry; Hedayatullah; Da Conceicao; Hocquaux; Genard; Maignan Journal of Heterocyclic Chemistry, 2000 , vol. 37, # 6 p. 1635 - 1640

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Citation Number: 5

Abstract

Abstract The reaction of 1, 4-naphthoquinone (1) with N-alkylpyrroles (2) gives a mixture of 2- (pyrrol-2-yl)-1, 4-naphthoquinones (3) and 2, 5-bis (1, 4-naphthoquinon-2-yl) pyrroles (4). The yields and the ratios of these two products depend greatly on the experimental conditions. The reaction has been extended to 5-hydroxy-1, 4-naphthoquinone (juglone, 5) and 1, 2-naphthoquinone (6). New pyrrolylnaphthoquinones are obtained.