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

Authors

  • Сергей Г. Михалёнок Belarusian State Technological University, 13a Sverdlova St., Minsk 220006
  • Александр И. Савельев Belarusian State Technological University, 13a Sverdlova St., Minsk 220006
  • Нина М. Кузьменок Belarusian State Technological University, 13a Sverdlova St., Minsk 220006
  • Владимир С. Безбородов Belarusian State Technological University, 13a Sverdlova St., Minsk 220006

DOI:

https://doi.org/10.1007/6558

Keywords:

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

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

Author Biographies

Сергей Г. Михалёнок, Belarusian State Technological University, 13a Sverdlova St., Minsk 220006

заведуюший кафедрой органической химии

Александр И. Савельев, Belarusian State Technological University, 13a Sverdlova St., Minsk 220006

аспирант кафедры органической химии

Нина М. Кузьменок, Belarusian State Technological University, 13a Sverdlova St., Minsk 220006

доцент кафедры органической химии

Владимир С. Безбородов, Belarusian State Technological University, 13a Sverdlova St., Minsk 220006

профессор кафедры органической химии

Published

2022-09-22

Issue

Section

Original Papers