ChemInform Abstract: The Regioselective Bromination of 4,4-Dimethyl-5,8-dihydroxy-4H-naphthalen-1-one (original) (raw)

The regioselective bromination of 4,4-dimethyl-5,8-dihydroxy-4H-naphthalen-1-one (4) was investigated to synthesize bromoquinone (2), utilizing both a two-step bromination followed by oxidation and a one-pot brominatiodoxidation method with N-bromosuccinimide (NBS). The stability of the resulting compounds was assessed through NMR spectroscopy, revealing the presence of various functional groups and confirming the structures of the isolated products. The research provides insight into synthetic pathways for alkaloids and highlights challenges in achieving desired yields in complex organic reactions.