ChemInform Abstract: SYNTHESIS OF 9‐, 10‐ AND 11‐FLUOROACRONYCINES

Smolders, R. R.; Waefelaer, Adolphe; Coomans, Roland; Francart, D.; Hanuise, J.; Voglet, N.

doi:10.1002/chin.198222328

Cited by 4 publications

(4 citation statements)

References 1 publication

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“…It consists in the reaction of aniline with chloral hydrate and hydroxylamine hydrochloride in aqueous sodium sulfate to form an isonitrosoacetanilide, which after isolation, when treated with concentrated sulfuric acid, furnishes isatin in >75% overall yield 17 . The method applies well to anilines with electron-withdrawing substituents, such as 2-fluoroaniline 18 , and to some heterocyclic amines, such as 2-aminophenoxathine 19 (Scheme 1).…”

Section: The Sandmeyer Methodologymentioning

confidence: 99%

The chemistry of isatins: a review from 1975 to 1999

Silva¹,

Garden²,

Pinto³

2001

J. Braz. Chem. Soc.

846

447

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Isatinas (1H-indol-2,3-diona) são compostos de grande versatilidade sintética, podendo ser utilizados na obtenção de diversos sistemas heterociclos, como derivados indólicos e quinolínicos, o que as tornam importantes matérias-primas na síntese de fármacos. Isatinas também têm sido detectadas em tecidos de mamíferos, o que tem despertado o interesse em seu estudo como moduladores em diversos processos bioquímicos. Os avanços na aplicação de isatinas em síntese orgânica, bem como na compreensão de seus efeitos biológicos e farmacológicos nos últimos vinte e cinco anos encontram-se relatados nesta revisão e seus respectivos materiais suplementares.Isatins (1H-indole-2,3-dione) are synthetically versatile substrates, where they can be used for the synthesis of a large variety of heterocyclic compounds, such as indoles and quinolines, and as raw material for drug synthesis. Isatins have also been found in mammalian tissue and their function as a modulator of biochemical processes has been the subject of several discussions. The advances in the use of isatins for organic synthesis during the last twenty-five years, as well as a survey of its biological and pharmacological properties are reported in this review and in the accompanying supplementary information.

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Section: The Sandmeyer Methodologymentioning

confidence: 99%

The chemistry of isatins: a review from 1975 to 1999

Silva¹,

Garden²,

Pinto³

2001

J. Braz. Chem. Soc.

846

447

View full text Add to dashboard Cite

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“…On the other hand, modifications of acronycine by introducing (a) substituent(s) on to ring-A are limited (Svododa, 1966;Svododa et al, 1966;Smolders et al, 1982;Smolders et al, 1984;Blechert et al, 1980;Reisch et al, 1993) only with very limited substituents.…”

Section: Introductionmentioning

confidence: 97%

2,2-dimethyl-2H-pyran-derived alkaloids I. Practical synthesis of acronycine and benzo[b]acronycine and their biological properties

et al. 2008

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The 2,2-dimethyl-2H-pyran-derived alkaloids acronycine and its demethylated congeners were prepared in three steps from anthranilic acid and phloroglucinol. The phenylboronic acid-mediated interamolecular cyclization reaction of 1,3-dihydroxyacridone and 3-methylbut-2-enal was employed as a key step, which was also applied to the synthesis of related cytotoxic benzo[b]acronycine. Inhibitory activities of the compounds prepared on topoisomerase I and II as well as their cytotoxicities were evaluated. Cytotoxicity of 2 is closely related to the strong inhibitory activity against topo II at 20 microM level.

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“…Meanwhile the 25mL solution of 20% caustic soda mixed with 0.1mol aromatic ketone was prepared. Above solution was added slowly to ethanolic solution of bromoisatin maintaining temperature of [15][16][17][18][19][20] o C. Then the reaction mass was refluxed on water bath for 2-3 h. The progress of reaction was monitored by Thin Layer Chromatography (TLC) method. After completion of the reaction, the mixture was cooled on ice salt bath.…”

Section: Experimental 21 Preparation Of Chalconesmentioning

confidence: 99%

Synthesis and Antimicrobial Activities of Novel Palladium (II) Complexes of Active Schiff’s Base Ligand Derived from 5-Bromo Isatin

Patange¹,

Yadav²,

Desai³

et al. 2015

ILCPA

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ABSTRACT. This paper presents the synthesis and antimicrobial studies of Palladium (II) complexes of ThioSemicarbazone Pd(L 1 H) 2 Cl 2 and Semicarbazone Pd(L 2 H) 2 Cl 2 derived from 5-Bromo Isatin. All complexes reported here had been characterised by 1 H NMR and IR spectral studies .the complexes are diamagnetic in nature and showing square planner geometry. The IR spectral data reveals that both the Schiff's bases behave as bidentate ligands and are co-ordinated to Pd (II) metal through the sulfur and hydrogenic nitrogen atom. All the new synthesized compounds were screened for antibacterial activity against four of the test organisms like Bacillus pumilus, Micrococcus Lutes, E.coli, Salmonella abony.

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ChemInform Abstract: SYNTHESIS OF 9‐, 10‐ AND 11‐FLUOROACRONYCINES

Cited by 4 publications

References 1 publication

The chemistry of isatins: a review from 1975 to 1999

The chemistry of isatins: a review from 1975 to 1999

2,2-dimethyl-2H-pyran-derived alkaloids I. Practical synthesis of acronycine and benzo[b]acronycine and their biological properties

Synthesis and Antimicrobial Activities of Novel Palladium (II) Complexes of Active Schiff’s Base Ligand Derived from 5-Bromo Isatin

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