Unknown

Dataset Information

0

Reactions of 3-Hydroxy-2-phenyl-1H-benzo[e]isoindol-1-one: A Route to 3-Hydroxy-/3-anilinobenzo[e]indan-1-ones and Benzo[f]phthalazin-1(2H)-ones.

ABSTRACT: New hydroxy- and anilinoindanone derivatives 3 and 4 were synthesized starting from 3-hydroxybenzo[e]isoindolinone 1 via the addition of alkyllithium (s-BuLi, n-BuLi, MeLi or i-PrLi) to the carbonyl group, followed by lactam ring opening and, finally, an intramolecular cyclization leading to target compounds. The same starting material was used for the preparation of the new benzo[f]phthalazinone derivatives 12-16 through multi-step reactions. The target derivative 16 was obtained from the corresponding bromolactam 15 by the Buchwald-Hartwig amination. Structures of the obtained compounds were confirmed by the NMR spectra.

SUBMITTER: Malinowski Z 

PROVIDER: S-EPMC9737834 | biostudies-literature | 2022 Nov

REPOSITORIES: biostudies-literature

Json Xml
altmetric image

Publications

Reactions of 3-Hydroxy-2-phenyl-1<i>H</i>-benzo[<i>e</i>]isoindol-1-one: A Route to 3-Hydroxy-/3-anilinobenzo[<i>e</i>]indan-1-ones and Benzo[<i>f</i>]phthalazin-1(2<i>H</i>)-ones.

Malinowski Zbigniew Z   Fornal Emilia E   Stachniuk Anna A   Nowak Monika M  

Molecules (Basel, Switzerland) 20221129 23

New hydroxy- and anilinoindanone derivatives <b>3</b> and <b>4</b> were synthesized starting from 3-hydroxybenzo[<i>e</i>]isoindolinone <b>1</b> via the addition of alkyllithium (<i>s</i>-BuLi, <i>n</i>-BuLi, MeLi or <i>i</i>-PrLi) to the carbonyl group, followed by lactam ring opening and, finally, an intramolecular cyclization leading to target compounds. The same starting material was used for the preparation of the new benzo[<i>f</i>]phthalazinone derivatives <b>12-16</b> through multi-step  ...[more]

Similar Datasets

Unknown 2-(2-Hydroxy-ethyl)phthalazin-1(2H)-one.
| S-EPMC2960892 | biostudies-literature
Unknown Synthesis and SAR of 1-hydroxy-1H-benzo[d]imidazol-2(3H)-ones as Inhibitors of D-Amino Acid Oxidase.
| S-EPMC3519437 | biostudies-literature
Unknown 3,4-Di-hydro-1H-benzo[c]chromene-1,6(2H)-dione.
| S-EPMC3648281 | biostudies-literature
Unknown 5-Ethyl-4-phenyl-1H-pyrazol-3(2H)-one.
| S-EPMC3051742 | biostudies-literature
Unknown 4-Methyl-5-phenyl-1H-pyrazol-3(2H)-one.
| S-EPMC3050219 | biostudies-literature
Unknown GW627368X ((N-{2-[4-(4,9-diethoxy-1-oxo-1,3-dihydro-2H-benzo[f]isoindol-2-yl)phenyl]acetyl} benzene sulphonamide): a novel, potent and selective prostanoid EP4 receptor antagonist.
| S-EPMC1751567 | biostudies-literature
Unknown 5-Isobutyl-4-phenyl-sulfonyl-1H-pyrazol-3(2H)-one.
| S-EPMC3011737 | biostudies-literature
Unknown Phthalazin-1(2H)-one-picric acid (1/1).
| S-EPMC2915189 | biostudies-literature
Unknown 1,5-Dimethyl-2-phenyl-1H-pyrazol-3(2H)-one-4,4'-(propane-2,2-di-yl)bis-[1,5-dimethyl-2-phenyl-1H-pyrazol-3(2H)-one] (1/1).
| S-EPMC3588274 | biostudies-literature
Unknown Phenyl substituted 4-hydroxypyridazin-3(2H)-ones and 5-hydroxypyrimidin-4(3H)-ones: inhibitors of influenza A endonuclease.
| S-EPMC4191602 | biostudies-literature