Search results for "Indole"

Selektive Synthesen zu 1?-aryl-, 1?-hetaryl-und 1?-alkylsubstituierten 3-Vinylindolen

1987

Selective methods for deriving 1′-aryl-, 1′-indolyl-, 1′-pyrrolyl- and 1′-methyl-substituted 3-vinylindoles2 are described. In all cases the precursors were 3-acylindoles. The new compounds are synthetically useful synthons for annelation of the indole skeleton.

Synthesis of the New Ring System 2-Oxo-[1,4]oxazino[3,2-e]indole, Heteroanalogue of Angelicin

2009

A convenient synthesis of the 2-oxo-[1,4]oxazino[3,2-e]indole ring system, an heteroanalogue of Angelicin, is reported. Our synthetic approach consisted of the annelation of the oxazine ring on the indole moiety using 4-amino-5-hydroxy indoles as building blocks. The antiproliferative activity of the new compounds either in the dark or under UVA irradiation was investigated.

Functionalized 2-azabicyclo[3.3.1]nonanes. IV. synthesis of the indolo[3,2-f]morphan system.

1982

Abstract A short route to the 2-azabicyclo[3.3.1]nonan-7-one system is described. Condensation of 4-piperidones with diethyl 2-oxopropylphosphonate, followed by catalytic hydrogenation furnished the corresponding piperidylpropanones 6 which were cyclized with mercuric acetate in acetic acid to the target target bicyclic ketones 1 . The Fischer indole synthesis from 1 a afforded regioselectively the indole [3,2-f]morphan 2 , a new heteromorphan type.

Zur Reaktion von Indolen mit 1,3-Dithiolenium-Ionen: ein einfacher Zugang zu 3-(1,3-Dithiolan-2-yl)indolen

1986

Reaction of Indoles with 1,3-Dithiolenium Ions: a Simple Access to 3-(1,3-Dithiolan-2-yl)indoles 3-Unsubstituted indoles 1 react regioselectively with 2-methyl- and 2-phenyl-1,3-dithiolenium ions 2 under mild conditions to give the 3-(1,3-dithiolan-2-yl)indoles 4 as protected 3-acylindoles.

2015

Marine indole alkaloids comprise a large and steadily growing group of secondary metabolites. Their diverse biological activities make many compounds of this class attractive starting points for pharmaceutical development. Several marine-derived indoles were found to possess cytotoxic, antineoplastic, antibacterial and antimicrobial activities, in addition to the action on human enzymes and receptors. The newly isolated indole alkaloids of marine origin since the last comprehensive review in 2003 are reported, and biological aspects will be discussed.

Nucleophilic reactions in the indole series: displacement of bromine under phase transfer catalysis

2008

A novel synthetic approach for the synthesis of 3-substituted indoles by nucleophilic substitution of 3-bromo derivatives under phase transfer catalysis (PTC) was reported.

3-Benzyl-3-hy-droxy-2-phenyl-3H-indole 1-oxide.

2010

The asymmetric unit of the title compound, C21H17NO2, contains two crystallographically independent molecules of similar geometry. The indole ring systems form dihedral angles of 8.30 (5) and 9.58 (5)° with the attached phenyl rings, and 56.96 (5) and 57.68 (5)° with the aromatic rings of the respective benzyl groups. The molecular conformations are stabilized by intramolecular C—H...O hydrogen bonds. In the crystal structure, centrosymmetrically related pairs of molecules are linked into dimers through pairs of intermolecular O—H...O hydrogen bonds, generating 12-membered rings with R22(12) motifs. The dimers are…

Electrochemical oxidation of substituted pyrroles.III.Anodic oxidation of 2,5-diphenyl-3-acetylpyrrole

1991

The electrochemical oxidation of 2,5-diphenyl-3-acetylpyrrole (I) is described. The cyclic derivative 1,6a-dihydro-2,5,6a-triphenyl-3,4-diacetylbenzo[g]pyrrolo[3,2-e]indole (II) was obtained in very good yield. However, when water was present in the reaction medium, a different derivative, 4-acetyl-2-hydroxy-2,5-diphenyl-3-(4′-acetyl-2′,5′-diphenyl-3′-yl)-2H-pyrrole (III), was obtained as the main product. 2,2′,5,5′-Tetraphenyl-4,4′-diacetyl-3,3′-dipyrryl (IV), a potentially useful intermediate for the synthesis of condensed pyrroles, was synthesized by zinc reduction of III.

ChemInform Abstract: (4 + 2) Cycloaddition of Indole Derivatives with Bismaleimides: A Route to New Biscarbazoles.

2010

Construction of Spirooxindole Analogues Engrafted with Indole and Pyrazole Scaffolds as Acetylcholinesterase Inhibitors

2021

Twenty-five new hits of spirooxindole analogs 8a–y engrafted with indole and pyrazole scaffolds were designed and constructed via a [3+2]cycloaddition (32CA) reaction starting from three components: new chalcone-based indole and pyrazole scaffolds 5a–d, substituted isatins 6a–c, and secondary amines 7a–d. The potency of the compounds were assessed in modulating cholinesterase (AChE) activity using Ellman’s method. Compounds 8i and 8y showed the strongest acetylcholine esterase inhibition (AChEI) with IC50 values of 24.1 and 27.8 μM, respectively. Molecular docking was used to study their interaction with the active site of hAChE. peerReviewed