Diels-Alder reaction of 1-methyl-3,6,8-trinitro-2-quinolone

摘要

1-Methyl-3,6,8-trinitro-2-quinolone (1) behaved as the dienophile in Diels-Alder reactions with dienes. When cyclopentadiene was used, cycloadduct 4 was obtained, which was then aromatized on treatment with triethylamine. In the reaction of 1 with hydrazone of 2-butenal, phenanthridine derivative 7 was produced.