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.
Spanò, V., Montalbano, A., Carbone, A., Parrino, B., Diana, P., Cirrincione, G., et al. (2013). Convenient synthesis of pyrrolo[3,4-g]indazole. TETRAHEDRON, 69, 9839-9847 [http://dx.doi.org/10.1016/j.tet.2013.09.003].
Convenient synthesis of pyrrolo[3,4-g]indazole
SPANO', Virginia;MONTALBANO, Alessandra;CARBONE, Anna;PARRINO, Barbara;DIANA, Patrizia;CIRRINCIONE, Girolamo;BARRAJA, Paola
2013-01-01
Abstract
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.
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