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Convenient synthesis of pyrrolo[3,4-g]indazole

  • Authors: Spanò, V; Montalbano, A; Carbone, A; Parrino, B; Diana, P; Cirrincione, G; Barraja, P
  • Publication year: 2013
  • Type: Articolo in rivista (Articolo in rivista)
  • Key words: Tetrahydropyrrolo[3,4-g]indazole, Hydroxymethyleneketones, Antiproliferative activity, Regioselectivity
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The synthesis of a novel class of tetrahydropyrrolo[3,4-g]indazoles is reported, by annelation of the pyrazole ring on the isoindole moiety by means of 5-hydroxymethylene tetrahydroisoindole-4-ones key intermediates, with good regioselectivity. Dihydroderivatives were also obtained by oxidation with DDQ of the corresponding tetrahydropyrrolo[3,4-g]indazoles. The growth inhibitory effect was evaluated at the National Cancer Institute of Bethesda and some derivatives showed modest activity.