FACILE AND EFFICIENT SYNTHESIS OF 7,10-DIHYDROXY-6H-PYRAZOLO[4,5,1-DE]ACRIDIN-6-ONE VIA HYPERVALENT IODINE OXIDATION

Authors
KATO N SUGAYA T MIMURA T IKUTA M KATO S KUGE Y TOMIOKA S KASAI M
Citation
N. Kato et al., FACILE AND EFFICIENT SYNTHESIS OF 7,10-DIHYDROXY-6H-PYRAZOLO[4,5,1-DE]ACRIDIN-6-ONE VIA HYPERVALENT IODINE OXIDATION, Synthesis, (6), 1997, pp. 625
Citations number
14
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Synthesis → ACNP
ISSN journal
00397881
Issue
6
Year of publication
1997
Database
ISI
SICI code
0039-7881(1997):6<625:FAESO7>2.0.ZU;2-8
Abstract
An improved synthetic procedure for xy-2-methyl-6H-pyrazolo[4,5,1-de]a cridin-6-one(4), an intermediate of a novel class of antitumor agents, was developed. An effective introduction of a hydroxy group to the C1 0 of ydroxy-2-methyl-6H-pyrazolo[4,5,1-de]acridin-6-one (2b) was accom plished in two steps via the oxidation of 2b to the corresponding quin one using hypervalent iodine reagent in an acidic medium, followed by reduction of the resulting quinone upon treatment with aqueous sodium hydrosulfite.