One-Pot Two-Step Synthesis of 1-(Ethoxycarbonyl)indolizines via Pyridinium Ylides

No abstract is available for this paper.

• Publication year

  2013

• Venue

  European Journal of Organic Chemistry

• Publication date

  2013-10-01

• Fields of study

  Chemistry

• Identifiers
  DOI 10.1002/EJOC.201300784
• External record

  Open on Semantic Scholar

• Source metadata

  Semantic Scholar

• No claims are published for this paper.

• No concepts are published for this paper.

• A direct method for the synthesis of indolizine derivatives from easily available aromatic ketones, pyridines, and acrylonitrile derivatives

  2013cited by this paper
• Cycloaromatization approach to polysubstituted indolizines from 2-acetylpyrroles: decoration of the pyridine unit.

  2013cited by this paper
• Novel syntheses of pyrrolo[2,1- a ]isoquinolines via 1,3-dipolar cycloaddition between Isoquinoliniums and alkynes

  2012cited by this paper
• Copper acetate monohydrate: a cheap but efficient oxidant for synthesizing multi-substituted indolizines from pyridinium ylides and electron deficient alkenes

  2012cited by this paper
• Domino reactions in water: diastereoselective synthesis of densely functionalized indolyldihydrofuran derivatives

  2012cited by this paper
• N-Phenacylpyridinium bromides in the one-pot synthesis of 2,3-dihydrofurans

  2012cited by this paper
• A Modular Synthesis of Polysubstituted Indolizines

  2012cited by this paper
• A Synthesis of Highly Functionalized Pyrido[2,1-d][1,2,5]triazepines

  2012cited by this paper
• One-Pot Multicomponent Synthesis of Polysubstituted Indolizines.

  2012cited by this paper
• Reactions of Pyridinium N‐Ylides and Their Related Pyridinium Salts

  2012cited by this paper
• Discovery of novel pyrrolopyridazine scaffolds as transient receptor potential vanilloid (TRPV1) antagonists.

  2012cited by this paper
• Facile ionic liquid-mediated, three-component sequential reactions for the green, regio- and diastereoselective synthesis of furocoumarins

  2012cited by this paper
• A Direct Synthesis of Octahydropyrrolo[2,1,5-cd]indolizin-6-one Derivatives

  2012cited by this paper
• Pyridinium Ylids in Heterocyclic Synthesis

  2011cited by this paper
• Pyridine-mediated, one-pot, stereoselective synthesis of acyclic enaminones

  2011cited by this paper
• A one-pot synthesis of substituted pyrido[2,3-b]indolizines

  2011cited by this paper
• New fluorescent indolizines and bisindolizinylethylenes

  2011cited by this paper
• One-pot two-step tandem reactions for selective synthesis of pyrrolo[2,1-a]isoquinolines and dihydro-, tetrahydro-derivatives

  2011cited by this paper
• Amberlite-IRA-402 (OH) ion exchange resin mediated synthesis of indolizines, pyrrolo [1,2-a] quinolines and isoquinolines: antibacterial and antifungal evaluation of the products.

  2011cited by this paper
• Organocatalytic enantioselective (3+2) cycloaddition using stable azomethine ylides.

  2011cited by this paper
• Synthesis of new class of alkyl azarene pyridinium zwitterions via iodine mediated sp3 C-H bond activation.

  2011cited by this paper
• Asymmetric synthesis of pyrrolo[2,1-a]isoquinoline derivatives by 1,3-dipolar cycloadditions of stabilized isoquinolinium N-ylides with sulfinyl dipolarophiles.

  2011cited by this paper
• Emission wavelength prediction of a full-color-tunable fluorescent core skeleton, 9-aryl-1,2-dihydropyrrolo[3,4-b]indolizin-3-one.

  2011cited by this paper
• Synthesis of zwitterionic salts of pyridinium-Meldrum acid and barbiturate through unique four-component reactions.

  2010cited by this paper
• Synthesis and antiproliferative activity of indolizine derivatives incorporating a cyclopropylcarbonyl group against Hep-G2 cancer cell line.

  2010cited by this paper
• Nucleophilicity and nucleofugality of phenylsulfinate (PhSO(2)(-)): a key to understanding its ambident reactivity.

  2010cited by this paper
• Enantioselective Cyclopropanation Reactions with Planar-Chiral Pyridinium Ylides: A Substituent Effect and a Remote Steric Effect

  2010cited by this paper
• Facile three-component domino reactions in the regioselective synthesis and antimycobacterial evaluation of novel indolizines and pyrrolo[2,1-a]isoquinolines

  2010cited by this paper
• Synthesis of zwitterionic salts via three-component reactions of pyridacylpyridinum iodide, aromatic aldehydes, and Meldrum acid or N,N-dimethylbarbituric acid

  2010cited by this paper
• Computational study on the cyclopropanation reaction of ylides generated from α-pyridiniumacetates

  2010cited by this paper
• Ethyl α-Nitrocinnamates in the Synthesis of Highly Functionalized Isoxazoles

  2010cited by this paper
• Pyridinium ylide-assisted one-pot two-step tandem synthesis of polysubstituted cyclopropanes.

  2009cited by this paper
• An extensive ylide thermodynamic stability scale predicted by first-principle calculations.

  2009cited by this paper
• Inspired by flowers: synthetic routes to scalemic deltamethrinic acid.

  2009cited by this paper
• Determination of the electrophilicity parameters of diethyl benzylidenemalonates in dimethyl sulfoxide: reference electrophiles for characterizing strong nucleophiles.

  2008cited by this paper
• Photochemical transformations of pyridinium salts: mechanistic studies and applications in synthesis.

  2007cited by this paper
• Enantioselective cyclopropanation reaction using a conformationally fixed pyridinium ylide through a cation–π interaction

  2007cited by this paper
• Synthesis of indolizine derivatives with selective antibacterial activity against Mycobacterium tuberculosis.

  2007cited by this paper
• Potent, selective and cell-mediated inhibition of human herpesvirus 6 at an early stage of viral replication by the non-nucleoside compound CMV423.

  2004cited by this paper
• Three‐electron two‐center bonding in cycloimmonium ylides

  2004cited by this paper
• Dissertation zur Erlangung des Doktorgrades der Fakultät für Chemie und Pharmazie der Ludwig-Maximilians-Universität München Construction and Application of Reference Scales for the Characterization of Cationic Electrophiles and Neutral Nucleophiles

  2003cited by this paper
• New aromatase inhibitors. Synthesis and biological activity of aryl-substituted pyrrolizine and indolizine derivatives.

  2000cited by this paper
• Stereoselective formation of activated cyclopropanes with pyridinium ylides bearing a (−)-8-phenylmenthyl group as the chiral auxiliary

  2000cited by this paper
• Novel Syntheses of Indolizines and Pyrrolo[2,1-a]isoquinolines via Benzotriazole Methodology

  1999cited by this paper
• Applied Fluorescence in Chemistry, Biology and Medicine

  1999cited by this paper
• Crystal structure of human secretory phospholipase A2-IIA complex with the potent indolizine inhibitor 120-1032.

  1998cited by this paper
• Pyrrolo[2,1-a]isoquinolines (review)

  1997cited by this paper
• Nucleophilie‐ und Elektrophilieskalen als Ordnungsprinzipien polarer organischer und metallorganischer Reaktionen

  1994cited by this paper
• Equilibrium acidities and homolytic bond dissociation energies of the acidic carbon-hydrogen bonds in N-substituted trimethylammonium and pyridinium cations

  1993cited by this paper
• A novel class of calcium-entry blockers: the 1[[4-(aminoalkoxy)phenyl]sulfonyl]indolizines.

  1992cited by this paper
• Regio- and stereoselective synthesis of tetrahydroindolysines, tetrahydropyridin-6-olates, and cyclopropanes from pyridinium ylides and unsaturated nitriles

  1991cited by this paper
• Stereoselective 1,3-dipolar cycloaddition of unsaturated nitriles to isoquinolinium ylids. Molecular and crystal structure of 1,2-trans-3,3-dicyano-1-carbamoyl-2-(3-pyridyl)-1,2,3,4-tetrahydrobenzo[f]indolizine

  1991cited by this paper
• Latent inhibitors. Part 7. Inhibition of dihydro-orotate dehydrogenase by spirocyclopropanobarbiturates

  1990cited by this paper
• Reduction Potentials of One-Electron Couples Involving Free Radicals in Aqueous Solution

  1989cited by this paper
• Cycloaddition of pyridinium methylides with electron-deficient olefins and silica-gel mediated elimination of pyridines from the cycloadducts : A new method of alkylation or hydroalkylidenation of olefins.

  1987cited by this paper
• Multistep Reversible Redox Systems, XLVII1) N,N′-Dicyanoquinonediimines – A New Class of Compounds, II: Comparison of Redox Properties with those of Quinones and Tetracyanoquinodimethanes

  1986cited by this paper
• Stereochemical study on 1,3-dipolar cycloaddition reactions of heteroaromatic N-ylides with symmetrically substituted cis and trans olefins.

  1985cited by this paper
• Stereochemical study on 1,3-dipolar cycloaddition reactions of heteroaromatic N-ylides with unsymmetrically substituted olefinic dipolarophiles

  1985cited by this paper
• Novel synthesis of 2,4-diphenylquinolines

  1980cited by this paper
• 1,3-Dipolar addition reactions of Reissert compounds

  1971cited by this paper
• Basicity of N-ylides

  1970cited by this paper
• Mechanismen und Stereochemie der heterolytischen Fragmentierung

  1969cited by this paper
• Vinyloge Acylverbindungen, III. Synthese und Reaktionen quartärer N‐[β‐Formyl‐vinyl]‐ammoniumsalze

  1969cited by this paper
• Die thermische Decarboxylierung von α‐Halogen‐β.β‐diaryl‐acrylaten als Variante der Fritsch‐Buttenberg‐Wiechell‐Umlagerung

  1965cited by this paper
• Die solvoltische Decarboxylierung von α, β‐ungesättigeten β‐Halogensäuren Fragmentierungsreaktionen, 9. Miteilung

  1964cited by this paper
• Über die Spaltung des Mesylesters von 2-Methyl-2-oxymethyl-cyclopentanon mit Basen

  1952cited by this paper
• Über Enolbetaine, IV. Mitteil.: Ein neuer Typus von Enolbetainen

  1937cited by this paper
• Über Enol‐Betaine (I. Mitteil.)

  1935cited by this paper
• Über einen Abbau von Methyl‐ und Methylen‐ketonen zu Säuren.

  1933cited by this paper

• Synthesis of indolizines via Pd-catalyzed selective ring recasting of oxazolidines with deesterification of methyl acrylates

  2025cites this paper
• Synthesis of Functionalized Indolizines through 1,3-Dipolar Cycloaddition of Zwitterionic Ketenimines and Pyridinium Salts.

  2025cites this paper
• Visible-light-driven multicomponent reactions: concurrent pyridylation and alkylation of styrenes

  2025cites this paper
• Temperature‐Dependent Regiodivergent Synthesis of Functionalized Maleimides and Itaconimides via in‐situ Generated Pyridinium Ylide

  2025cites this paper
• Cyanomethyl pyridinium and isoquinolinium salts: a versatile chemical reagent for the synthesis of annulated heterocycles

  2023cites this paper
• Halogen Bond‐Catalyzed Oxidative Annulation of N ‐Alkyl Pyridinium Salts and Alkenes with Air as a Sole Oxidant: Metal‐free Synthesis of Indolizines

  2023cites this paper
• Novel Tandem Three Consecutive Reactions: Aza-Wittig, Imine Condensation and Electrophilic Aromatic Substitution Strategy to Indolizine Synthesis

  2021cites this paper
• Electrophilic reactivities of cyclic enones and α,β-unsaturated lactones†

  2021cites this paper
• A Convenient Synthesis of Polysubstituted Coumarin‐pyrrolo[2,1‐ a ]isoquinoline‐1‐carbaldehydes from Isoquinoline, 2‐Bromoacetophenones and Coumarin‐β‐chlorovinyl Aldehydes

  2021cites this paper
• Efficient synthesis of tetra- and penta-substituted benzenes via a domino annulation reaction of a pyridinium ylide and chalcone o-enolate

  2021cites this paper
• Unprecedented access to functionalized pyrrolo[2,1-a]isoquinolines from the domino reaction of isoquinolinium ylides and electrophilic benzannulated heterocycles.

  2021cites this paper
• An efficient diastereoselective synthesis of novel fused 5H-furo[2,3-d]thiazolo[3,2-a]pyrimidin-5-ones via one-pot three-component reaction

  2021cites this paper
• Base-mediated 1,3-dipolar cycloaddition of pyridinium bromides with bromoallyl sulfones: a facile access to indolizine scaffolds.

  2020cites this paper
• Diversified Transformations of Tetrahydroindolizines to Construct Chiral 3-Arylindolizines and Dicarbofunctionalized 1,5-Diketones.

  2020cites this paper
• Formation of N,S‐Containing Polycycles via Base Promoted Dimerization of N‐Phenacyl and N‐Benzylbenzothiazolium Bromides

  2020cites this paper
• Trisubstituted highly activated benzo[d]thiazol-2-yl-sulfone-containing olefins as building blocks in organic synthesis.

  2020cites this paper
• Bicyclic 5,6-membered With One Heteroatom N

  2020cites this paper
• Cyclative MCRs of Azines and Azinium Salts

  2020cites this paper
• New applications of pyridinium ylides toward heterocyclic synthesis

  2020cites this paper
• Enantioselective dicarbofunctionalization of (E)-alkenyloxindoles with pyridinium salts by chiral Lewis acid/photo relay catalysis.

  2020cites this paper
• Convenient construction of dibenzo[b,d]furanes and 2,6-diaryl-4-(2-hydroxyphenyl)pyridines via domino reaction of pyridinium ylides with 2-aryl-3-nitrochromenes

  2019cites this paper
• Efficient Access to 2‐Pyrones via Carbene‐Catalyzed Oxidative [3+3] Reactions between Enals and Nitrogen Ylides

  2019cites this paper
• Diastereoselective synthesis of spirocyclic isoxazolo[5,4-c]pyrrolo[2,1-a]isoquinolines via cascade double [3 + 2]cycloadditions.

  2019cites this paper
• Selective synthesis of spirooxindoles via a two-step reaction of N-phenacylpyridinium bromide, 1,3-indanedione and N-alkylisations.

  2019cites this paper
• Synthesis of pyrrolo[1,2-a]quinolines by formal 1,3-dipolar cycloaddition reactions of quinolinium salts

  2019cites this paper
• Unexpected reactivity of pyridinium salts toward alkynyl Fischer complexes to produce oxo-heterocycles

  2018cites this paper
• One-pot three-component synthesis and oxidation of functionalized tetrahydrobenzo[d]pyrrolo[2,1-b]thiazoles

  2018cites this paper
• Synthesis of polycyclic spirooxindoles via an asymmetric catalytic one-pot stepwise Aldol/chloroetherification/aromatization procedure.

  2018cites this paper
• A Domino Reaction of Pyridinium Salts: Efficient Synthesis of 4,5‐Disubstituted 1,2,3‐(NH)‐Triazoles

  2018cites this paper
• Nucleophilic Dearomatization of Activated Pyridines

  2018cites this paper
• Asymmetric Synthesis of Tetrahydroindolizines by Bimetallic Relay Catalyzed Cycloaddition of Pyridinium Ylides.

  2018cites this paper
• Formation of diverse polycyclic spirooxindoles via three-component reaction of isoquinolinium salts, isatins and malononitrile

  2017cites this paper
• NHC-Mediated Synthesis of Pyrrolo[2,1-a]isoquinolines and Their Photophysical Investigations.

  2017cites this paper
• Design, synthesis, and biological evaluation of some novel indolizine derivatives as dual cyclooxygenase and lipoxygenase inhibitor for anti-inflammatory activity.

  2017cites this paper
• CuBr-Catalyzed Aerobic Decarboxylative Cycloaddition for the Synthesis of Indolizines under Solvent-Free Conditions.

  2017cites this paper
• Quantification and Theoretical Analysis of the Electrophilicities of Michael Acceptors.

  2017cites this paper
• Molecular Diversity of 1,3‐Dipolar Cycloaddition of Quinolinium Ylides with Isatylidene Malononitriles

  2017cites this paper
• Tandem Double [3 + 2] Cycloaddition Reactions at Both C-1 and C-3 Atoms of N-Cyanomethylisoquinolinium Ylide

  2017cites this paper
• In Situ Generation of Quinolinium Ylides from Diazo Compounds: Copper-Catalyzed Synthesis of Indolizine.

  2017cites this paper
• One-pot regio- and chemo-selective synthesis of thiaazatricyclododecane

  2016cites this paper
• Transition‐Metal‐Free Synthesis of Nitrogen Containing Heterocycles With Fully Substituted N‐fused Pyrrole Rings

  2016cites this paper
• Chloroacetate Promotes and Participates in the Oxidative Annulation of Pyridines/Isoquinoline by Using Oxygen as the Oxidant.

  2016cites this paper
• Ethensulfonylfluorid: der beste je entdeckte Michael‐Akzeptor?

  2016cites this paper
• Ethenesulfonyl Fluoride: The Most Perfect Michael Acceptor Ever Found?

  2016cites this paper
• Investigation of the Pyridinium Ylide—Alkyne Cycloaddition as a Fluorogenic Coupling Reaction

  2016cites this paper
• Towards a General Understanding of Carbonyl‐Stabilised Ammonium Ylide‐Mediated Epoxidation Reactions

  2016cites this paper
• Synthesis of Indolizines through Oxidative Linkage of C-C and C-N Bonds from 2-Pyridylacetates.

  2015cites this paper
• A facile synthesis of tricyclic skeleton of alkaloid 261C by double [3+2] cycloaddition of pyridinium ylide

  2015cites this paper
• Two‐Step Synthesis of 2‐Aminoindolizines from 2‐Alkylpyridines

  2014cites this paper
• Electrophilicities of 1,2‐Disubstituted Ethylenes

  2014cites this paper
• The [3 + 3]-Cycloaddition Alternative for Heterocycle Syntheses: Catalytically Generated Metalloenolcarbenes as Dipolar Adducts

  2014cites this paper
• One‐Pot Two‐Step Synthesis of 1‐(Ethoxycarbonyl)indolizines via Pyridinium Ylides.

  2014cites this paper
• Nucleophilicity parameters of pyridinium ylides and their use in mechanistic analyses.

  2013cites this paper
• A direct method for the synthesis of indolizine derivatives from easily available aromatic ketones, pyridines, and acrylonitrile derivatives

  2013cites this paper
• Alkaloid inspired spirocyclic oxindoles from 1,3-dipolar cycloaddition of pyridinium ylides.

  2013cites this paper