Oxidations by methyl(trifluoromethyl)dioxirane. 4.1 Oxyfunctionalization of aromatic hydrocarbons

Article abstract of DOI:10.1016/S0040-4039(00)98039-0

By using the title dioxirane (1a), naphthalene (2), phenanthrene (3), and anthracene (4) have been converted into anti-naphthalene-1,2;3,4-dioxide (2′), phenonthrene-9,10-oxide (3′), and anthraquinone (4′), respectively, in high yield and under mild conditions. However, the transformation of pyrene (5) - an higher homologue of the polycyclic aromatic hydrocarbon series - into the corresponding arene oxide was found to proceed much less effectively.