Tetrahedron Letters p. 6097 - 6100 (1990)
Update date:2022-08-25
Topics:
Mello, Rossella
Ciminale, Francesco
Fiorentino, Michele
Fusco, Caterina
Prencipe, Teresa
Curci, Ruggero
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.
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