Synthesis of β-Carbolines with Electrocyclic Cyclization of 3-Nitrovinylindoles

Synthesis of β-Carbolines with Electrocyclic Cyclization of 3-Nitrovinylindoles

The β-carboline motif is common in drug discovery and among numerous biologically active natural products. However, its synthetic preparation relies on multistep sequences and heavily depends on the type of substitution required in the core of the desired β-carboline target. Herein, we demonstrate t...

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Главные авторы:	Aksenov, N. A., Аксенов, Н. А., Arutiunov, N. A., Арутюнов, Н. А., Aksenov, A. V., Аксенов, А. В., Kirilov, N. K., Кирилов, Н. К., Aksenova, I. V., Аксенова, И. В., Aksenov, D. A., Аксенов, Д. А., Aleksandrova, E. V., Александрова, Е. В., Rubin, M. A., Рубин, М. А.
Format:	Статья
Sprog:	English
Udgivet:	2023
Fag:	Beta-carboline Indole Electrocyclization Harmane Heterocycle Norharmane
Online adgang:	https://dspace.ncfu.ru/handle/20.500.12258/25549
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Lignende værker

Nitrovinylindoles as Heterotrienes: Electrocyclic Cyclization En Route to β-Carbolines: Total Synthesis of Alkaloids Norharmane, Harmane, and Eudistomin N
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Udgivet: (2022)

Synthesis of chromenoimidazocarbolines by a reaction of quaternary iminium salts with o-hydroxybenzaldehydes
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Udgivet: (2018)

Synthesis of chromenoimidazocarbolines by a reaction of quaternary iminium salts with o-hydroxybenzaldehydes
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Udgivet: (2018)

β-Carbolines as intermediates in indirect heteroarylation of tryptamines exemplified by the synthesis of 2-pyrazolyltryptamines
af: Demidov, O. P., и др.
Udgivet: (2023)

Reaction of 5-Amino-3-(cyanomethyl)-1H-pyrazole-4-carbonitrile with Hydroxycyclohexanones
af: Dotsenko, V. V., и др.
Udgivet: (2019)

Mn-mediated sequential three-component domino Knoevenagel/cyclization/Michael addition/oxidative cyclization reaction towards annulated imidazo[1,2-a]pyridines
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Udgivet: (2019)

Unexpected cyclization ortho-nitrochalcones into 2-alkylideneindolin-3-ones
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Udgivet: (2020)

A New, Convenient Way to Fully Substituted α,β-Unsaturated γ-Hydroxy Butyrolactams
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Udgivet: (2023)

Modeling stages of domino reaction of thiopyrano[4,3-b]indole-3(5H)-thiones and dimethyl acetylenedicarboxylate: a new synthetic route to γ-carbolines with thione group
af: Demidov, O. P., и др.
Udgivet: (2024)

Phytosterols: from preclinical evidence to potential clinical applications
af: Orobinskaya, V. N., и др.
Udgivet: (2021)

Unexpected cyclization of 2-(2-aminophenyl)indoles with nitroalkenes to furnish indolo[3,2-: C] quinolines
af: Aksenov, A. V., и др.
Udgivet: (2018)

Synthesis of 11H-indolo[3,2-c]quinolines by SnCl4-catalyzed cyclization of indole-3-carbaldehyde oximes
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Udgivet: (2020)

Modern trends of organic chemistry in russian universities
af: Aksenov, A. V., и др.
Udgivet: (2018)

Introduction of tetrazol-1-yl and 5-methyltetrazol-1-yl substituents in the phenyl ring of dibenzo-18-crown-6
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Udgivet: (2018)

Modern trends of organic chemistry in russian universities
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Udgivet: (2018)

Oxidative Cyclization of 4-(2-Aminophenyl)-4-oxo-2-phenylbutanenitriles into 2-(3-Oxoindolin-2-ylidene)acetonitriles
af: Aksenov, N. A., и др.
Udgivet: (2022)

Synthesis of 2-(1H-Indol-2-yl)acetamides via bronsted acid-assisted cyclization cascade
af: Aksenov, N. A., и др.
Udgivet: (2020)

New photochromic indoline spiropyrans containing cationic substituent in the 2H-chromene moiety
af: Aksenov, N. A., и др.
Udgivet: (2018)

Design, Synthesis, and Screening of Pyridothieno[3,2- b ]indole and Pyridothieno[3,2- c ]cinnoline Derivatives as Potential Biologically Active Molecules
af: Aksenov, N. A., и др.
Udgivet: (2022)

Study of the Magnesium Comenate Structure, Its Neuroprotective and Stress-Protective Activity
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Udgivet: (2023)

On the structure of zinc(II) coordination compounds with l-histidine
af: Aksenov, N. A., и др.
Udgivet: (2020)

Structure and properties of europium (III) triaquatriglycinate chloride
af: Aksenov, N. A., и др.
Udgivet: (2020)

Synthesis of 4-(pyrazol-1-yl)pyrimidines from 4-hydrazinopyrimidines and investigation of their structure and some chemical properties
af: Aksenov, N. A., и др.
Udgivet: (2024)

Preparation of 3,5-diarylsubstituted 5-hydroxy-1,5-dihydro-2: H -pyrrol-2-ones via base-assisted cyclization of 3-cyanoketones
af: Aksenov, N. A., и др.
Udgivet: (2021)

Dihydro-2: H -thiopyran-3(4 H)-one-1,1-dioxide-a versatile building block for the synthesis of new thiopyran-based heterocyclic systems
af: Dotsenko, V. V., и др.
Udgivet: (2018)

A facile synthesis of 1-oxo-pyrrolo[2,1-a]isoquinolines
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Udgivet: (2018)

Domino reactions of 1-substituted N-(cyanomethyl)isoquinolinium salts with salicylic aldehydes
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Udgivet: (2018)

A facile synthesis of 1-oxo-pyrrolo[2,1-a]isoquinolines
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Udgivet: (2018)

Reaction of benzyne with 1,2,3,4-tetrahydroisoquinolines as an access to 1H-3-benzazepines
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Udgivet: (2018)

Reactions of 3,4-dihydroisoquinolines and dihydrothieno[3,2-c]pyridines with benzyne
af: Aksenov, A. V., и др.
Udgivet: (2018)

Interaction of condensed tetrahydropyrido[4,3-d]pyrimidin-4-ones with dehydrobenzene – synthesis of 6-vinylpyrimidinones fused with five-membered heterocycle containing two or three heteroatoms
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Udgivet: (2018)

5,10b-Ethanophenanthridine amaryllidaceae alkaloids inspire the discovery of novel bicyclic ring systems with activity against drug resistant cancer cells
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Udgivet: (2018)

First synthesis of heterocyclic allenes-benzazecine derivatives
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Udgivet: (2018)

Three-component reaction of ketals, isonitriles, and trimethylsilyl azide
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Udgivet: (2018)

Histological studies of organs in experiment on the application of a niosomal form of anti-tumor medicine
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Udgivet: (2020)

The green chemistry paradigm in modern organic synthesis
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Udgivet: (2024)

A novel multi-component approach to the synthesis of pyrrolo[2,1-a] isoquinoline derivatives
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Udgivet: (2018)

A new series of acetohydroxamates shows in vitro and in vivo anticancer activity against melanoma
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Udgivet: (2019)

Electrophilically activated nitroalkanes in double annulation of [1,2,4]triazolo[4,3-a]quinolines and 1,3,4-oxadiazole rings
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Udgivet: (2021)

Electrophilically activated nitroalkanes in the synthesis of substituted 1,3,4-oxadiazoles from amino acid derivatives
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Udgivet: (2022)