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CHEMO- AND REGIOSELECTIVE OXIDATION OF SUBSTITUTED 2,3,4,9-TETRAHYDRO-1H-CARBAZOLES

Сергей Г. Михалёнок, Александр И. Савельев, Нина М. Кузьменок, Владимир С. Безбородов
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Abstract


Chemo- and regioselective oxidation of substituted 2,3,4,9-tetrahydro-1H-carbazoles was used to obtain 2,3,4,9-tetrahydro-1H-carbazol-1ones or 3,4,5,6-tetrahydro-1H-1-benzazonine-2,7-diones depending on the nature of the selected oxidant. In the case of benzo-fused tetrahydrocarbazoles, the main direction of the process was complete aromatization of the polycyclic system. Besides the influence of the substrate type, we also explored the role of various oxidants, solvents, and the concentration of reactants in this oxidation process.

Authors: Sergei G. Mikhalyonok, Alexander I. Savelyev*, Nina M. Kuz'menok, Vladimir S. Bezborodov


Keywords


hypervalent iodine compounds; selenium dioxide; 3,4,5,6-tetrahydro-1H-1-benzazonine-2,7-diones; 2,3,4,9-tetrahydro-1H-carbazoles; 2,3,4,9-tetrahydro-1H-carbazol-1-ones; chemo- and regioselectivity; oxidation; Riley reaction

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