Synthesis of novel 1-methyl-1H-pyridazino[3,4-b]indoles

Zsuzsanna Riedl, Katrien Monsieurs, Gábor Krajsovszky, Petra Dunkel, Bert U.W. Maes, Pál Tapolcsányi, Orsolya Egyed, Sándor Boros, Péter Mátyus, Luc Pieters, Guy L.F. Lemière, György Hajós

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21 Citations (Scopus)

Abstract

New synthetic pathways have been elaborated to 1-methyl-1H-pyridazino[3,4- b]indoles starting from halopyridazin-3(2H)-ones. Suzuki cross-coupling reaction of chloro, iodo, dichloro, and dibromo substituted pyridazin-3(2H)-ones with 2-pivaloylaminophenylboronic acid followed by hydrolysis of the amide and subsequent ring closure via condensation gave fused indoles. Some of these compounds showed biological activity as antitrypanosomal agents.

Original languageEnglish
Pages (from-to)121-129
Number of pages9
JournalTetrahedron
Volume62
Issue number1
DOIs
Publication statusPublished - Jan 2 2006

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Keywords

  • Antitrypanosomal activity
  • Fused indoles
  • Fused pyridazines
  • Ring closure
  • Suzuki coupling

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Cite this

Riedl, Z., Monsieurs, K., Krajsovszky, G., Dunkel, P., Maes, B. U. W., Tapolcsányi, P., Egyed, O., Boros, S., Mátyus, P., Pieters, L., Lemière, G. L. F., & Hajós, G. (2006). Synthesis of novel 1-methyl-1H-pyridazino[3,4-b]indoles. Tetrahedron, 62(1), 121-129. https://doi.org/10.1016/j.tet.2005.09.136