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Tetrahedron letters

Indirect electrochemical oxidation of cyclic ketones: Strong influence of ring size on the result of the reaction

F Barba, MN Elinson, J Escudero, SK Feducovich

文献索引:Barba, Fructuoso; Elinson, Michail N.; Escudero, Jose; Feducovich, Sergey K. Tetrahedron Letters, 1996 , vol. 37, # 32 p. 5759 - 5762

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被引用次数: 12

摘要

The result of the indirect electrochemical oxidation of cyclic ketones in methanol in the undivided cell in the presence of sodium iodide depends on the ring size. Cyclopentanone affords 2, 2-dimethoxycyclopentanone. While cyclohexanone gives rise 2, 2-dimethoxycyclo- hexanol, and cyclic ketones with higher ring size undergo new type of the electrochemically induced Favorskii rearrangement with the formation of methyl cycloalkencarboxylates ...