6533b86efe1ef96bd12cb454

RESEARCH PRODUCT

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

Barbara ParrinoGirolamo CirrincioneVirginia SpanòAnna CarboneAlessandra MontalbanoPatrizia DianaPaola Barraja

subject

IndazoleAnnulationTetrahydropyrrolo[3; 4-g]indazole; Hydroxymethyleneketones; Antiproliferative activity; RegioselectivityStereochemistryTetrahydropyrrolo[3Organic ChemistryRegioselectivity4-g]indazoleGrowth inhibitoryAntiproliferative activityPyrazoleRing (chemistry)Settore CHIM/08 - Chimica FarmaceuticaBiochemistryTetrahydropyrrolo[34-g]indazole Hydroxymethyleneketones Antiproliferative activity Regioselectivitychemistry.chemical_compoundRegioselectivitychemistryHydroxymethyleneketonesDrug DiscoveryMoietyIsoindole

description

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.

yearjournalcountryeditionlanguage
2013-11-01Tetrahedron
https://doi.org/10.1016/j.tet.2013.09.003