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Interrupted Intramolecular Hydroaminomethylation of N -Protected-2-vinyl Anilines: Novel Access to 3-Substitued Indoles or Indoline-2-ols.

Frank Hochberger-RoaPerla H García-RíosJosé G López-CortésM Carmen Ortega-AlfaroJean-Claude DaranMaryse GouygouMartine Urrutigoïty
Published in: Molecules (Basel, Switzerland) (2022)
A new synthetic alternative to the synthesis of 3-methyl indoles and 3-methyl indoline-2-ols with an excellent atomic economy is presented in this study. It is demonstrated that the intramolecular interrupted hydroaminomethylation (HAM) reaction is a powerful tool for the formation of these compounds, which exhibit wide-ranging biological activity. Several N -Protected-2-vinyl anilines were synthesized and involved in the reaction producing the corresponding 3-methylindole or 3-methyl indoline-2-ol depending on the nature of the N -protecting groups.
Keyphrases
  • energy transfer