Synthesis of Novel Imido-substituted 1,4-Naphthoquinones and Benzoquinone derivatives

Imido-substituted 2-bromo-1,4-naphthoquinones and benzoquinone have been formed from quinones and N-bromosuccinimide in the presence of DABCO under mild conditions. The reaction seems to proceed through partially radical pathway based on control experiments. Nucleophilic addition-elimination of imidated quinones have occurred smoothly to provide new class of substituted quinone derivatives in good yields.