“…Due to the versatile biological activity and chemical reactivity of quinones, our research group has explored different methodologies that lead to the development of synthetically modified compounds. ,− Within this context, we report the synthesis of aminobenzoquinones 9 and aryloxy-benzoquinone derivatives 10 via regiodivergent conjugate nucleophilic addition of amines 7 and phenoxides 8 to the 2-bromo-1,4-benzoquinone ring of compound 6 , which is a potential synthetic building block in the design of biological molecules. It was expected that the reaction with anilines would produce the elimination of the Br atom by a substitution mechanism, but, surprisingly, the halogen atom remained in the product, generating an addition/oxidation product.…”