N-propargylic beta-enaminones: common intermediates for the synthesis of polysubstituted pyrroles and pyridines.

No abstract is available for this paper.

• Publication year

  2008

• Venue

  Organic Letters

• Publication date

  2008-05-29

• Fields of study

  Medicine, Chemistry

• Identifiers
  DOI 10.1021/ol800518jPMID 18507386
• External record

  Open on Semantic Scholar

• Source metadata

  Semantic Scholar, PubMed

• No claims are published for this paper.

• No concepts are published for this paper.

• Microwave-assisted combinatorial synthesis of polysubstituent imidazo[1,2-a]quinoline, pyrimido[1,2-a]quinoline and quinolino[1,2-a]quinazoline derivatives.

  2007cited by this paper
• Vilsmeier-Haack reactions of 2-arylamino-3-acetyl-5,6-dihydro-4H-pyrans toward the synthesis of highly substituted pyridin-2(1H)-ones.

  2007cited by this paper
• Efficient synthesis of highly substituted Pyrrolin-4-ones via PIFA-mediated cyclization reactions of enaminones.

  2007cited by this paper
• Asymmetric synthesis of ring functionalized trans-2,6-disubstituted piperidines from N-sulfinyl delta-amino beta-keto phosphonates. total synthesis of (-)-myrtine.

  2007cited by this paper
• Microwave-enhanced one-pot synthesis of diversified 3-acyl-5-hydroxybenzofurans.

  2007cited by this paper
• Palladium-catalyzed synthesis of 2-(aminomethyl)indoles from ethyl 3-(o-trifluoroacetamidophenyl)-1-propargyl carbonate.

  2006cited by this paper
• An efficient one-pot, three-component synthesis of indeno[1,2-b]quinoline-9,11(6H,10H)-dione, acridine-1,8(2H,5H)-dione and quinoline-3-carbonitrile derivatives from enaminones.

  2006cited by this paper
• Tandem photocycloaddition-retro-mannich fragmentation of enaminones. A route to spiropyrrolines and the tetracyclic core of koumine.

  2006cited by this paper
• Synthesis of heterocycles from alkyl 3-(dimethylamino)propenoates and related enaminones.

  2004cited by this paper
• Novel indole-based inhibitors of IMPDH: introduction of hydrogen bond acceptors at indole C-3.

  2003cited by this paper
• New entry to a three-component pyrimidine synthesis by TMS-Ynones via Sonogashira coupling.

  2003cited by this paper
• Convenient indole synthesis from 2-iodoanilines and terminal alkynes by the sequential Sonogashira reaction and the cyclization reaction promoted by tetrabutylammonium fluoride (TBAF).

  2003cited by this paper
• Solid-phase synthesis of indolecarboxylates using palladium-catalyzed reactions.

  2003cited by this paper
• 2-Aryl and 2-heteroaryl indoles from 1-alkynes and o-iodotrifluoroacetanilide through a domino copper-catalyzed coupling-cyclization process.

  2003cited by this paper
• Electrophilic cyclization of o-acetoxy- and o-benzyloxyalkynylpyridines: an easy entry into 2,3-disubstituted furopyridines.

  2002cited by this paper
• Palladium-catalyzed synthesis of indole 3-carboxylates on a solid polymer support.

  2002cited by this paper
• Efficient asymmetric synthesis of biologically important tryptophan analogues via a palladium-mediated heteroannulation reaction.

  2001cited by this paper
• Preparation of 2,5-disubstituted oxazoles from N-propargylamides.

  2001cited by this paper
• 3-Aryl-2-oxazolidinones through the palladium-catalyzed N-arylation of 2-oxazolidinones.

  2001cited by this paper
• Palladium-catalyzed coupling of vinylogous amides with aryl halides: applications to the synthesis of heterocycles

  2000cited by this paper

• Synthesis of Tetrasubstituted Pyrroles via DBU-Mediated Cyclization of Unactivated Propargyl Tertiary Amines.

  2025cites this paper
• Facile synthesis of unknown 6,7-dihydrofuro[3,4-c]pyridines and 3,4-diaryloylpyridines from N-homopropargylic β-enaminones.

  2025cites this paper
• Amino-functionalized graphene oxide nanocomposite as an efficient catalyst for the conversion of CO2 into oxazolidinone derivatives via a cascade reaction

  2025cites this paper
• Ruthenium-catalysed isomerisation-methylenation of allyl alcohols with methanol: a one-pot synthesis of substituted pyridines.

  2025cites this paper
• Diverse Ring Opening and Annulation Catalyses of Isoxazole To Construct Valuable Functionalized Pyrroles, Pyridines, and Nicotinamides.

  2025cites this paper
• Cu(II) Metal-Organic Framework as a Recyclable Heterogeneous Catalyst for Substituted Pyridine Synthesis from Cyclic Ketones with Propargylamine.

  2025cites this paper
• Synthesis of Beta‐Enaminoketones and Enaminoesters Catalyzed by Brønsted Acids Ammonium Chloride and Glycine Hydrochloride

  2025cites this paper
• Recent advances in site-selective transformations of β-enaminones via transition-metal-catalyzed C-H functionalization/annulation.

  2024cites this paper
• Divergent Synthesis of Unsymmetrical Bis-heteroaryl Ketones via Base-Promoted Cascade Reactions of 1,2-Alkynedione-Derived N-Propargylic β-Enaminones.

  2024cites this paper
• Tandem site-selective bromination and highly regioselective Heck reaction of N-allyl enaminones: chemodivergent synthesis of polysubstituted pyrroles and pyridines

  2024cites this paper
• [Au]-Catalyzed Cyclization of Propargyl-Tethered Ene-Amides: Substrate-Dependent Access to Tetrasubstituted Pyrroles, Aminophenols, and Dihydropyridines.

  2024cites this paper
• One-Pot Synthetic Approach to 3-Carboxyl- and 3-Ketopyridines in Aqueous Media.

  2023cites this paper
• Facile One-Pot Synthesis of Polysubstituted Pyridinium Salts via Annulation of Enamines with Alkynes.

  2023cites this paper
• N‐Propargylic β‐enaminones in breast cancer cells: Cytotoxicity, apoptosis, and cell cycle analyses

  2023cites this paper
• A Catalyst‐ and Solvent‐ Free Synthesis of Tetra‐Substituted Pyrroles by Multicomponent Reaction

  2023cites this paper
• Rh-Catalyzed Annulation of Enaminones with Maleimides for Functionalized Aza-spiro α-Tetralones and Benzo[e]isoindoles via C-H Activation/C═C Bond Cleavage.

  2023cites this paper
• Diverse Applications of β-enaminone Ligands and their Metal Complexes: A Review ‎Article

  2023cites this paper
• Domino Approach for the Synthesis of Pyridinium Salts and 1,2,3,8a-Tetrahydroimidazo[1,2-a]pyridines from 2-Imidazolines and Propiolic Acid Esters.

  2023cites this paper
• Base-mediated ynone-isocyanide [3+2] cycloaddition: a general method to 2,3,4-tri-substituted 1-H-pyrroles and bis-pyrroles.

  2023cites this paper
• Assembly of 1,2,3,4-Tetrahydropyrrolo[1,2-a]pyrazines via the Domino Reaction of 2-Imidazolines and Terminal Electron-Deficient Alkynes.

  2022cites this paper
• Three Component Cascade Reaction of Cyclohexanones, Aryl Amines, and Benzoylmethylene Malonates: Cooperative Enamine-Brønsted Acid Approach to Tetrahydroindoles

  2022cites this paper
• Ru(0)-Catalyzed Synthesis of Conjugated Iminotrienes and Subsequent Intramolecular Cyclization Giving Polysubstituted Pyrroles.

  2022cites this paper
• Green synthesis of polysubstituted pyrroles through a domino sequence of aza-Claisen rearrangement/nucleophilic addition/oxidation/acylation

  2022cites this paper
• Synthesis of Diverse Pentasubstituted Pyrroles by a Gold(I)-Catalyzed Cascade Rearrangement-Cyclization of Tertiary Enamide.

  2022cites this paper
• Lewis-Acid-Catalyzed Regioselective Construction of Diversely Functionalized Polycyclic Fused Furans.

  2022cites this paper
• Synthesis of heterocycles from propargylamines

  2021cites this paper
• Divergent synthesis of functionalized dihydropyridines and pyrroles via metal-free one-pot domino reactions of a gem-disubstituted propargyl amine and an alkynyl sulfone

  2021cites this paper
• A Study of the Reactions of 3‐Bromopropenals with Anilines for the Synthesis of α‐Bromo Enaminones

  2021cites this paper
• One-Pot Synthesis of 2-Acetyl-1H-pyrroles from N-Propargylic β-Enaminones via Intermediacy of 1,4-Oxazepines.

  2021cites this paper
• Propargylamines: Recent Advances in Asymmetric Synthesis and Use as Chemical Tools in Organic Chemistry

  2021cites this paper
• The synthesis of β-enaminones using trialkylamines and a Pd/DNA catalyst

  2021cites this paper
• Claisen type Condensation of Methyl Ketones with Carbimidothioates: A New Gateway for the Synthesis of β‐Enaminones

  2021cites this paper
• Copper catalysis for pyridines and pyrimidines

  2021cites this paper
• Cu-Catalyzed Pyridine Synthesis via Oxidative Annulation of Cyclic Ketones with Propargylamine.

  2021cites this paper
• A facile synthesis of 6-[(4-nitrophenyl)thio]-substituted 2-methylene-2,3-dihydro-1,4-oxazepines from N-propargylic β-enaminones

  2020cites this paper
• Copper-catalyzed cascade cyclization reaction of 3-aminocyclobutenones with electron-deficient internal alkynes: synthesis of fully substituted indoles.

  2020cites this paper
• A facile synthesis of 6-chloro-2-methylene-2,3-dihydro-1,4-oxazepines from N-propargylic β-enaminones

  2020cites this paper
• Metal‐Free Oxidative [5+1] Cyclization of 1,5‐Enynes for the Synthesis of Pyrazine 1‐Oxide

  2020cites this paper
• A Domino Route toward Polysubstituted Pyrroles from 2-Imidazolines and Electron-Deficient Alkynes.

  2020cites this paper
• Superbase‐Promoted N ‐α‐sp 3 C‐H Functionalization of Tertiary Enaminones: Synthesis of Polysubstituted Pyrroles

  2020cites this paper
• Transition Metal‐Catalyzed and Metal‐Free Cyclization Reactions of Alkynes with Nitrogen‐Containing Substrates: Synthesis of Pyrrole Derivatives

  2020cites this paper
• Synthesis of 3-[(4-nitrophenyl)thio]-substituted 4-methylene-1-pyrrolines from N-propargylic β-enaminones.

  2020cites this paper
• Ten years of progress in the synthesis of six-membered N-heterocycles from alkynes and nitrogen sources

  2020cites this paper
• Copper (triazole-5-yl)methanamine complexes onto MCM-41: the synthesis of pyridine-containing pseudopeptides through the 6-endo-dig cyclization of 1,5-enynes

  2020cites this paper
• Methyl (2E)-3-[3-Benzyl-2-(3-methoxy-3-oxoprop-1-yn-1-yl)-2-(1-naphthyl)imidazolidin-1-yl]acrylate

  2020cites this paper
• Synthesis of 3‐Keto Pyridines from the Conjugated Allenone – Alkynylamine Oxidative Cyclization Catalyzed by Supported Au Nanoparticles

  2020cites this paper
• A facile one-pot synthesis of 2-(prop-2-yn-1-ylidene)-2,3-dihydro-1,4-thiazepines

  2020cites this paper
• Preliminary Study on Novel Expedient Synthesis of 5-Azaisocoumarins by Transition Metal-Catalyzed Cycloisomerization

  2020cites this paper
• Cu-assisted C–N bond formations in six-membered N-heterocycle synthesis

  2020cites this paper
• One‐Pot Synthesis of Indoles from Aniline and α,β‐Ynones through an Iodine‐Mediated Transition‐Metal‐Free Tandem aza ‐Michael addition/C−H Functionalization

  2019cites this paper
• A New Strategy for the Synthesis of 4‐Propargyl‐Substituted 1 H ‐Pyrroles from N ‐(5‐phenyl‐2,4‐pentadiynyl) β‐Enaminones

  2019cites this paper
• Tf2 O-Mediated Intermolecular Coupling of Secondary Amides with Enamines or Ketones: A Versatile and Direct Access to β-Enaminones

  2019cites this paper
• Copper-Catalyzed Cascade Cyclization Reaction of Enamines and Electron-Deficient Terminal Alkynes: Synthesis of Polysubstituted Pyrido[1,2-a]indoles.

  2019cites this paper
• Stereo- and regioselective gold(i)-catalyzed hydroamination of 2-(arylethynyl)pyridines with anilines.

  2019cites this paper
• A new strategy for the synthesis of pyridines from N-propargylic β-enaminothiones.

  2019cites this paper
• Metal-Free Method for Direct Synthesis of Functionalized β-Ketoenamines.

  2019cites this paper
• A simple, tandem approach to the construction of pyridine derivatives under metal-free conditions: a one-step synthesis of the monoterpene natural product, (-)-actinidine.

  2019cites this paper
• Synthesis of 1-Azaspiro[4.5]deca-1,3-dienes from N-Propargylic β-Enaminones in Basic Medium

  2019cites this paper
• Novel enaminones as non-cytotoxic compounds with mild antibacterial activity: Synthesis and structure-activity correlations

  2018cites this paper
• Base-Mediated Direct Transformation of N-Propargylamines into 2,3,5-Trisubstituted 1 H-Pyrroles.

  2018cites this paper
• FeCl3-promoted tandem 1,4-conjugate addition/6-endo-dig cyclization/oxidation of propargylamines and benzoylacetonitriles/malononitriles: direct access to functionalized 2-aryl-4H-chromenes.

  2018cites this paper
• Synthesis of 2-Tetrazolyl-Substituted 3-Acylpyrroles via a Sequential Ugi-Azide/Ag-Catalyzed Oxidative Cycloisomerization Reaction.

  2018cites this paper
• Electrophilic carbocyclization reactions of 2-(2-alkynylphenyl)amino-1,4-naphthoquinones.

  2018cites this paper
• Synthesis of 1,4-Thiazepines.

  2018cites this paper
• Base‐Catalyzed Cascade Reaction of ortho‐(Propargylamino)aryl Ketones with N‐, O‐, or S‐Based Nucleophiles for the Synthesis of 3‐Functionalized Quinoline Scaffolds

  2018cites this paper
• Synthesis of highly functionalized 1,6-dihydropyridines via the Zn(OTf)2-catalyzed three-component cascade reaction of aldimines and two alkynes (IA2-coupling).

  2018cites this paper
• Copper-Catalyzed Reaction of Secondary Propargylamines with Ethyl Buta-2,3-dienoate for the Synthesis of 1,6-Dihydropyridines

  2018cites this paper
• Base-promoted ring-closing carbonyl–allene metathesis for the synthesis of 2,4-disubstituted pyrroles

  2018cites this paper
• Transition-metal-free C–N and C–C formation: synthesis of benzo[4,5]imidazo[1,2-a]pyridines and 2-pyridones from ynones

  2018cites this paper
• One-Pot Synthesis of Benzo[b][1,4]oxazins via Intramolecular Trapping Iminoenol.

  2018cites this paper
• Alkaloid Synthesis via Gold‐Catalyzed Carbon‐Carbon Bond Formation Using Enamine‐type Nucleophile

  2018cites this paper
• One-pot synthesis of iodine-substituted 1,4-oxazepines

  2018cites this paper
• Silver-catalyzed chemoselective annulation of propargyl amines with alkynes for access to pyridines and pyrroles

  2017cites this paper
• Synthesis and Reactivity of Propargylamines in Organic Chemistry.

  2017cites this paper
• Regioselective three-component synthesis of 2,3-disubstituted quinolines via the enaminone modified Povarov reaction.

  2017cites this paper
• Base-catalyzed cascade synthesis of 2,3-dihydrofuro[2,3-b]pyridines and 2,3-dihydro-1H-pyrrolo[2,3-b]pyridines from N-propargylic β-enaminones.

  2017cites this paper
• CuCl/Et3N-Catalyzed Synthesis of Indanone-Fused 2-Methylene Pyrrolidines from Enynals and Propargylamines.

  2017cites this paper
• Stereoselective synthesis of enamino ketones through an aza-Michael/hydrolysis cascade reaction.

  2017cites this paper
• Structure-Based Kinetic Control in a Domino Process: A Powerful Tool Toward Molecular Diversity in Chromone Series.

  2017cites this paper
• Transition-Metal-Free, Atom- and Step-Economic Synthesis of Aminoketopyrrolizines from Benzylamine, Acylethynylpyrroles, and Acylacetylenes.

  2017cites this paper
• Copper(I) bromide

  2017cites this paper
• Silver‐Catalyzed Synthesis of Substituted Pyridine Derivatives from N‐Propargylic α‐Enamino Esters

  2017cites this paper
• Synthesis of enaminones containing diverse N,N-disubstitution via simple transamination: a study with sustainable catalyst-free operation

  2017cites this paper
• N -Propargylic β -enaminocarbonyls: powerful and versatile building blocks in organic synthesis

  2017cites this paper
• Influence of Base Strength on the Proton‐Transfer Reaction by Density Functional Theory

  2017cites this paper
• Zinc Chloride Mediated Synthesis of 1,4‐Oxazepines from N‐Propargylic β‐Enaminones

  2017cites this paper
• New page to access pyridine derivatives: synthesis from N-propargylamines

  2016cites this paper
• Base-promoted intramolecular cyclization of N-alkyl, N-propargylic β-enaminones for the synthesis of polysubstituted pyrroles

  2016cites this paper
• Gold-catalyzed chemo- and diastereoselective C(sp(2))-H functionalization of enaminones for the synthesis of pyrrolo[3,4-c]-quinolin-1-one derivatives.

  2016cites this paper
• Synthesis of highly functionalized 2,2'-bipyridines by cyclocondensation of β-ketoenamides – scope and limitations

  2016cites this paper
• Synthesis of 2,3,4,5-tetrasubstituted pyrroles and 1,4-dihydro-tetraarylpyrazines using acidic alumina as a heterogeneous catalyst

  2016cites this paper
• One-pot synthesis of 2-ferrocenyl-substituted pyridines

  2016cites this paper
• Transition Metal-Free Synthesis of 3-Alkynylpyrrole-2-carboxylates via Michael Addition/Intramolecular Cyclodehydration

  2016cites this paper
• Synthesized by Intramolecular Cyclizations

  2016cites this paper
• Tunable and Diastereoselective Brønsted Acid Catalyzed Synthesis of β-Enaminones.

  2016cites this paper
• Cu-Catalyzed iminative hydroolefination of unactivated alkynes en route to 4-imino-tetrahydropyridines and 4-aminopyridines.

  2016cites this paper
• Unexpected assembly of substituted pyrrole from 3-trimethylsilylprop-2-ynal and ethyl 3-anilinobut-2-enoate

  2016cites this paper
• A new avenue to the synthesis of highly substituted pyrroles: synthesis from N-propargylamines

  2016cites this paper
• Base-mediated regiospecific cascade synthesis of N-(2-pyridyl)pyrroles from N-propargylic β-enaminones

  2016cites this paper
• Synthesis of novel curcuminoids accommodating a central β-enaminone motif and their impact on cell growth and oxidative stress.

  2016cites this paper