Cargando…

Microwave-Assisted Synthesis of Fluorescent Pyrido[2,3-b]indolizines from Alkylpyridinium Salts and Enaminones

Pyridinium ylides are well recognized as dipoles for cycloaddition reactions. In its turn, the microwave-assisted interaction of N-(cyanomethyl)-2-alkylpyridinium salts with enaminones unexpectedly proceeds as a domino sequence of cycloisomerization and cyclocondensation reactions, instead of a 1,3-...

Descripción completa

Detalles Bibliográficos
Autores principales:	Sokolova, Ekaterina A., Festa, Alexey A., Subramani, Karthikeyan, Rybakov, Victor B., Varlamov, Alexey V., Voskressensky, Leonid G., Van der Eycken, Erik V.
Formato:	Online Artículo Texto
Lenguaje:	English
Publicado:	MDPI 2020
Materias:	Article
Acceso en línea:	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7570714/ https://www.ncbi.nlm.nih.gov/pubmed/32899473 http://dx.doi.org/10.3390/molecules25184059

Ejemplares similares

Synthesis of Chromenoimidazoles, Annulated with an Azaindole Moiety, through a Base-Promoted Domino Reaction of Cyanomethyl Quaternary Salts
por: Voskressensky, Leonid G., et al.
Publicado: (2017)

Homophtalonitrile for Multicomponent Reactions: Syntheses and Optical Properties of o‐Cyanophenyl‐ or Indol‐3‐yl‐Substituted Chromeno[2,3‐c]isoquinolin‐5‐Amines
por: Festa, Alexey A., et al.
Publicado: (2018)

Three-Component Reaction of 3-Arylidene-3H-Indolium Salts, Isocyanides, and Alcohols
por: Golantsov, Nikita E., et al.
Publicado: (2019)

Revision of the Structure and Total Synthesis of Topsentin C
por: Golantsov, Nikita E., et al.
Publicado: (2017)

An Improved Synthesis of Some 5-Substituted Indolizines Using Regiospecific Lithiation
por: Kuznetsov, Alexey G., et al.
Publicado: (2005)

Synthetic Strategies in the Preparation of Phenanthridinones
por: Aleti, Rajeshwar Reddy, et al.
Publicado: (2021)

Mn-mediated sequential three-component domino Knoevenagel/cyclization/Michael addition/oxidative cyclization reaction towards annulated imidazo[1,2-a]pyridines
por: Storozhenko, Olga A, et al.
Publicado: (2018)

The Antibacterial Effects of New N-Alkylpyridinium Salts on Planktonic and Biofilm Bacteria
por: Hympanova, Michaela, et al.
Publicado: (2020)

Pyrrole-Based Enaminones as Building Blocks for the Synthesis of Indolizines and Pyrrolo[1,2-a]pyrazines Showing Potent Antifungal Activity
por: Miranda-Sánchez, Diter, et al.
Publicado: (2023)

Cardiotoxic activity of polymeric 3-alkylpyridinium salts from the marine sponge Reniera sarai
por: Lunder, Mojca, et al.
Publicado: (2009)

Silica gel and microwave-promoted synthesis of dihydropyrrolizines and tetrahydroindolizines from enaminones
por: Klintworth, Robin, et al.
Publicado: (2021)

Unusual thermolysis of azacyclic allene under microwave conditions: crystal structure of (3RS,3aSR,8RS,8aRS)-methyl 5,6-dimethoxy-3a,10-dimethyl-1-phenyl-3,3a,8,8a-tetrahydro-3,8-(epiminomethano)cyclopenta[a]indene-2-carboxylate from synchrotron X-ray diffraction
por: Anh, Le Tuan, et al.
Publicado: (2017)

Pathophysiological Effects of Synthetic Derivatives of Polymeric Alkylpyridinium Salts from the Marine Sponge, Reniera sarai
por: Grandič, Marjana, et al.
Publicado: (2014)

Nickel-catalyzed deaminative Sonogashira coupling of alkylpyridinium salts enabled by NN(2) pincer ligand
por: Zhang, Xingjie, et al.
Publicado: (2021)

Three-Component Reactions of 3-Arylidene-3H-Indolium Salts, Isocyanides and Amines
por: Nguyen, Hung M., et al.
Publicado: (2021)

Njaoaminiums A, B, and C: Cyclic 3-Alkylpyridinium Salts from the Marine Sponge Reniera sp
por: Laville, Remi, et al.
Publicado: (2009)

An In Vitro and In Silico Study of Antioxidant Properties of Curcuminoid N-alkylpyridinium Salts: Initial Assessment of Their Antitumoral Properties
por: Forero-Doria, Oscar, et al.
Publicado: (2022)

A new approach to alkaloid-like systems: synthesis and crystal structure of 1-(2-acetyl-11-methoxy-5,6-dihydro[1,3]dioxolo[4,5-g]pyrrolo[2,1-a]isoquinolin-1-yl)propan-2-one
por: Anh, Le Tuan, et al.
Publicado: (2017)

Synthesis of 1-(para-methoxyphenyl)tetrazolyl-Substituted 1,2,3,4-Tetrahydroisoquinolines and Their Transformations Involving Activated Alkynes
por: Titov, Alexander A., et al.
Publicado: (2018)

Antifouling Activity of Synthetic Alkylpyridinium Polymers Using the Barnacle Model
por: Piazza, Veronica, et al.
Publicado: (2014)

Chemistry of the Enaminone of 1-Acetylnaphthalene under Microwave Irradiation Using Chitosan as a Green Catalyst
por: Hassaneen, Huwaida M. E.
Publicado: (2011)

Microwave Assisted Synthesis, Part 1: Rapid Solventless Synthesis of 3-Substituted Coumarins and Benzocoumarins by Microwave Irradiation of the Corresponding Enaminones
por: Al-Zaydi, Khadijah M.
Publicado: (2003)

Recent Advances in Phthalan and Coumaran Chemistry
por: Ilya, Efimov, et al.
Publicado: (2018)

6-Ethoxycarbonyl-5,7-dihydroxy-2,3-dihydro-1H-pyrido[3,2,1-ij]quinolinium tribromide
por: Rybakov, Victor B., et al.
Publicado: (2012)

Pyrazino[2,3-b]indolizine-10-carbonitrile
por: Stefańska, Anita, et al.
Publicado: (2009)

Tunable Synthesis of Disulfide-Functionalized Enaminones and 1,4-Thiazines via the Reactions of Enaminones and β-Aminoethanethiol
por: Gao, Yong, et al.
Publicado: (2017)

Sydnone C-4 heteroarylation with an indolizine ring via Chichibabin indolizine synthesis
por: Albota, Florin, et al.
Publicado: (2016)

Enaminones in Heterocyclic Synthesis: A Novel Route to Tetrahydropyrimidines, Dihydropyridines, Triacylbenzenes and Naphthofurans under Microwave Irradiation
por: Al-Mousawi, S.M., et al.
Publicado: (2009)

Post-Ugi Cyclization for the Construction of Diverse Heterocyclic Compounds: Recent Updates
por: Bariwal, Jitender, et al.
Publicado: (2018)

1-Methyl-3-(2-oxo-2H-chromen-3-yl)-1H-imidazol-3-ium picrate
por: Tuyen, Nguyen Van, et al.
Publicado: (2013)

A comparative study of the actions of alkylpyridinium salts from a marine sponge and related synthetic compounds in rat cultured hippocampal neurones
por: Koss, David J, et al.
Publicado: (2007)

Mechanisms of Toxicity of 3-Alkylpyridinium Polymers from Marine Sponge Reniera sarai
por: Turk, Tom, et al.
Publicado: (2007)

Simplexidine, a 4-Alkylpyridinium Alkaloid from the Caribbean Sponge Plakortis simplex
por: Fattorusso, Ernesto, et al.
Publicado: (2008)

Recent Developments in Transition-Metal Catalyzed Direct C–H Alkenylation, Alkylation, and Alkynylation of Azoles
por: Chen, Su, et al.
Publicado: (2020)

APS8, a Polymeric Alkylpyridinium Salt Blocks α7 nAChR and Induces Apoptosis in Non-Small Cell Lung Carcinoma
por: Zovko, Ana, et al.
Publicado: (2013)

1-Nitro-2,3-di-2-pyridyl-2,3-dihydroindolizine
por: Schulz, Martin, et al.
Publicado: (2009)

Enaminones as Building Blocks in Heterocyclic Syntheses: Reinvestigating the Product Structures of Enaminones with Malononitrile. A Novel Route to 6-Substituted-3-Oxo-2,3-Dihydropyridazine-4-Carboxylic Acids
por: Alnajjar, Abdul-aziz, et al.
Publicado: (2008)

Evaluation of Anticonvulsant Actions of Dibromophenyl Enaminones Using In Vitro and In Vivo Seizure Models
por: Qaddoumi, Mohamed G., et al.
Publicado: (2014)

Indolizines and Their Hetero/Benzo Derivatives in Reactions of [8+2] Cycloaddition
por: Babaev, Eugene V., et al.
Publicado: (2021)

New syntheses of (±)-tashiromine and (±)-epitashiromine via enaminone intermediates
por: Riley, Darren L, et al.
Publicado: (2016)

Cannot write session to /tmp/vufind_sessions/sess_43ek2c77gsp56rh01hkns9fqvf