Tetrahedron

Superoxide oxidation of 1-nitropyrene-cis-dihydrodiols

S Abdel-Baky, C Sotiriou-Leventis, RW Giese

文献索引：Abdel-Baky, Samy; Sotiriou-Leventis, Chariklia; Giese, Roger W. Tetrahedron, 1991 , vol. 47, # 30 p. 5667 - 5672

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被引用次数: 9

摘要

KO2 oxidation of cis-4, 5-dihydro-4, 5-dihydroxy-3-nitropyrene, 1 gives the known lactone, 3- nitro-5H-phenanthro [4, 5-bcd] pyran-5-one, 2. Similarly the analogous 4, 5-dihydrodiol, 3, gives the known lactone, 1-nitro-5H-phenanthro [4, 5-bcd] pyran-5-one, 4. While the yield of 2 is 80%, it is only 16% for 4. A study of the latter oxidation, relying especially on the use of HPLC, led to a change in the conditions that increased the yield of 4 from 16 to 88%. The ...