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Microwave‐Assisted Synthesis of Tetrahydro‐β‐carbolines and β‐Carbolines

European Journal of Organic Chemistry, 2014
AbstractA microwave‐mediated Pictet–Spengler procedure utilizing 1,2‐dichloroethane (DCE) and trifluoroacetic acid (TFA) was developed to provide tetrahydro‐β‐carboline salts in high yields. Reactions are complete in 20 minutes or less and the product precipitates from solution in high yields and purity, negating the need for liquid–liquid extraction ...
Scott Eagon, Marc O. Anderson
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A review of the synthesis of α-carbolines

European Journal of Medicinal Chemistry, 2015
Since the first reported synthesis of an α-carboline almost a century ago, there has been a steady interest in the development of strategies towards this unique heterocyclic motif. This interest can mainly be attributed to a range of biological activity displayed by the α-carboline natural products including cytotoxicity, anticancer properties or CNS ...
Andrew D. Wadsworth   +2 more
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The photocyclisation of anilino-pyridines to carbolines

Journal of the Chemical Society C: Organic, 1968
Irradiation of some anilino-pyridines has been shown to yield carbolines. A new heterocyclic system, 9H-pyrrolo[2,3-b : 5,4-b′]dipyridine, is described.
V M, Clark, A, Cox, E J, Herbert
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Interaction of β-carbolines with the benzodiazepine receptor. Structure-activity relationships of amide derivatives of β-carboline and tetrahydro-β-carboline

Progress in Neuro-Psychopharmacology and Biological Psychiatry, 1982
1. The inhibition of specific 3H-flunitrazepam binding to rat cortical membrane preparations (benzodiazepine receptors) by a series of amide derivatives of beta-carboline and tetrahydro-beta-carboline related to the ethyl ester of beta-carboline 3-carboxylate (beta-CCE) was measured. 2.
R A, Locock   +4 more
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Transition-Metal-Free, Brønsted Acid-Mediated Cascade Sequence in the Reaction of Propargyl Alcohols with Sulfonamido-indoles/-indolines: Highly Substituted δ- and α-Carbolines.

Journal of Organic Chemistry, 2018
Brønsted acid-mediated, transition-metal-free reaction of propargyl alcohols with sulfonamido-indoles/-indolines under mild conditions affords highly substituted δ- or α-carbolines in good to excellent yields.
Karuppu Selvaraj, K. C. Kumara Swamy
semanticscholar   +1 more source

Iodine-catalyzed chemoselective dehydrogenation and aromatization of tetrahydro-β-carbolines: A short synthesis of Kumujian-C, Eudistomin-U, Norharmane, Harmane Harmalan and Isoeudistomine-M

Tetrahedron Letters, 2018
Temperature controlled chemoselective dehydrogenation and aromatization of tetrahydro-β-carbolines, using molecular I2 and H2O2, in DMSO solvent affords a practical access to a series of corresponding 3,4-dihydro-β-carbolines and β-carbolines ...
S. Gaikwad   +2 more
semanticscholar   +1 more source

Analysis of the bioactive alkaloids tetrahydro-β-carboline and β-carboline in food

Journal of Chromatography A, 2000
Simple tetrahydro-beta-carbolines (THbetaCs) and beta-carbolines (betaCs) are naturally occurring alkaloids in foods and food processing. This paper reviews the methods employed for their analysis. Procedures for THbetaC and betaC isolation and clean-up to remove interfering compounds are carried out by liquid-liquid extraction, and/or better solid ...
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TRYPTAMINES, CARBOLINES, AND RELATED COMPOUNDS: PART VIII. δ-CARBOLINE

Canadian Journal of Chemistry, 1960
The first unambiguous synthesis of δ-carboline has been achieved starting with 3-amino-2-phenylpyridine. This was converted to the azide which was thermally cyclized to δ-carboline. The carboline gave a py-N-methiodide which was converted to the anhydronium base. The pKa of the anhydronium base was determined and its significance is discussed.
R. A. Abramovitch   +2 more
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Carbolines and lsoquinolines

2000
Abstract Interaction of potential environmental neurotoxins with genetic susceptibility is considered important in the etiology of idiopathic PD (43,64,101). N-Methylated /3Cs and IQs, which contain pyridinium moieties like MPP+ and can in hibit mitochondrial respiration, are reasonable candidatesages, but their pyrolytic formation ...
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