Synthesis and characterisation of a new polycyclic phenazine from 1,4-naphthoquinone

Matuzalem J. da Silva, Maria do Carmo F. R. Pinto, Carlos A. de Simone, Janaina G. Soares, Jose R. Machado Reys, Jose D. de Souza Filho, William T. A. Harrison, Carlos E. M. Carvalho, Marilia O. F. Goulart, Eufranio N. da Silva Junior, Antonio V. Pinto

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Abstract

Bioactive naphthoquinone-derived heterocyclic compounds have been prepared. Herein, we describe the semisynthesis of a new phenazine, through modified Hooker's reaction, using lapachol as a precursor. This compound was characterised by 2D NMR spectroscopy methods and X-ray analysis. (C) 2011 Elsevier Ltd. All rights reserved.

Original languageEnglish
Pages (from-to)2415-2418
Number of pages4
JournalTetrahedron Letters
Volume52
Issue number18
Early online date8 Mar 2011
DOIs
Publication statusPublished - 4 May 2011

Keywords

  • lapachol
  • heterocycles
  • naphthoquinones
  • phenazines
  • nor-beta-lapachone
  • catalyzed intramolecular hydroamination
  • trypanosoma-cruzi
  • intermolecular hydroamination
  • carboxylic-acids
  • derivatives
  • identification
  • oxoisoaporphine
  • 1,2,3-Triazoles

Cite this

da Silva, M. J., Pinto, M. D. C. F. R., de Simone, C. A., Soares, J. G., Machado Reys, J. R., de Souza Filho, J. D., Harrison, W. T. A., Carvalho, C. E. M., Goulart, M. O. F., da Silva Junior, E. N., & Pinto, A. V. (2011). Synthesis and characterisation of a new polycyclic phenazine from 1,4-naphthoquinone. Tetrahedron Letters, 52(18), 2415-2418. https://doi.org/10.1016/j.tetlet.2011.03.006