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.
