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Synthesis of 2-Substituted Pyrazolo[1,5-a]pyridines through Cascade Direct Alkenylation/Cyclization Reactions

https://doi.org/10.1021/ol902710f
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What this work says

Outgoing claims: the papers this work cites, builds on, or argues with.

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Nickel‐Catalyzed Addition of Pyridine‐N‐oxides across Alkynes
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Pyrazolopyridine antiherpetics: SAR of C2′ and C7 amine substituents
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Lobelane analogues as novel ligands for the vesicular monoamine transporter-2
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2,5-Disubstituted pyridines: The discovery of a novel series of 5-HT2A ligands
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Pyrazolo[1,5-a]pyridines: synthetic approaches to a novel class of antiherpetics
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Direct arylation of azine N-oxides with aryl triflates
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Synthesis of two new heteroaromatic β-carboline-fused pentacycles. observation of a new intercalating agent
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Pyrazolo[1,5-a]pyridines and pyrazolo[1,5-b]pyridazines as 5ht3-antagonists
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Fused Azaindole Derivatives: Molecular Design, Synthesis and In Vitro Pharmacology Leading to the Preferential Dopamine D3 Receptor Agonist FAUC 725
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Azaindole derivatives with high affinity for the dopamine D4 receptor: Synthesis, ligand binding studies and comparison of molecular electrostatic potential maps
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Discovery of FR166124, a novel water-soluble pyrazolo-[1,5-α]pyridine adenosine A1 receptor antagonist
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Aryl−Aryl Bond Formation by Transition-Metal-Catalyzed Direct Arylation
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Natural Product Synthesis Using Multicomponent Reaction Strategies
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Tandem Reactions in Organic Synthesis: Novel Strategies for Natural Product Elaboration and the Development of New Synthetic Methodology
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Domino Reactions in Organic Synthesis
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Complexation Promoted Additions to N-Benzoyliminopyridinium Ylides. A Novel and Highly Regioselective Approach to Polysubstituted Piperidines
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Proton Abstraction Mechanism for the Palladium-Catalyzed Intramolecular Arylation
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Interactive SAR Studies: Rational Discovery of Super-Potent and Highly Selective Dopamine D3 Receptor Antagonists and Partial Agonists
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inferredcites →https://doi.org/10.1021/ol0519745openalex-snapshot
Pyrazolo[1,5-a]pyridines as p38 Kinase Inhibitors
inferredcites →https://doi.org/10.1021/ol800396vopenalex-snapshot
Palladium-Catalyzed Benzylic C−H Insertion of 2-Substituted N-Iminopyridinium Ylides
inferredcites →https://doi.org/10.1021/ol802315kopenalex-snapshot
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Direct transition metal-catalyzed functionalization of heteroaromatic compounds
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inferredcites →https://doi.org/10.1055/s-2002-32596openalex-snapshot
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inferredcites →https://doi.org/10.1126/science.1143373openalex-snapshot
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inferredcites →https://doi.org/10.1246/cl.2007.200openalex-snapshot
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What points at this work

Incoming claims: where this work appears in other papers’ reference lists and arguments.

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inferred← citeshttps://doi.org/10.1002/047084289x.rn01263openalex-snapshot
N-(Benzoylimino)pyridinium Betaine (NAPBz)
inferred← citeshttps://doi.org/10.1002/047084289x.rn01617openalex-snapshot
Palladium(II) Bromide
inferred← citeshttps://doi.org/10.1002/9780471264194.fos07686.pub2openalex-snapshot
Palladium(II) bromide
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Palladium( II ) Bromide
inferred← citeshttps://doi.org/10.1002/9780471264194.fos07686.pub4openalex-snapshot
Palladium( II ) bromide
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Palladium( II ) bromide
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Bicyclic Pyridines Containing Ring‐Junction Nitrogen
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Development of Structurally Diverse N‐Heterocyclic Carbene Ligands via Palladium‐Copper‐Catalyzed Decarboxylative Arylation of Pyrazolo[1,5‐a]pyridine‐3‐carboxylic Acid
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Construction of 1,4‐Oxazepinones via a Cascade Aza‐Michael/SN2 Annulation of Trifluoromethyl Pyrazole‐Derived Oxadienes with a‐Bromohydroxamates
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Intermolecular and Selective Synthesis of 2,4,5‐Trisubstituted Oxazoles by a Gold‐Catalyzed Formal [3+2] Cycloaddition
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ChemInform Abstract: Synthesis of 2‐Substituted Pyrazolo[1,5‐a]pyridines Through Cascade Direct Alkenylation/Cyclization Reactions.
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Transition‐Metal‐Catalyzed Direct C–H Alkenylation, Alkynylation, Benzylation, and Alkylation of (Hetero)arenes
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Pd/Cu‐Catalyzed Direct Alkenylation of Azole Heterocycles with Alkenyl Halides
inferred← citeshttps://doi.org/10.1002/ejoc.201001048openalex-snapshot
Regiocontrolled Synthesis of Ring‐Fused Thieno[2,3‐c]pyrazoles through 1,3‐Dipolar Cycloaddition of Nitrile Imines with Sulfur‐Based Acetylenes
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1,3‐Dipolar Cycloaddition of Nitrile Imines with Cyclic α‐β‐Unsaturated Ketones: A Regiochemical Route to Ring‐Fused Pyrazoles
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An Approach to 2,4‐Substituted Pyrazolo[1,5‐a]pyridines and Pyrazolo[1,5‐a]azepines by Ring‐Closing Metathesis
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Direct Arylation of Imidazo[1,5‐a]azines Through Ruthenium and Palladium Catalysis
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Copper‐Catalyzed Cross‐Dehydrogenative Coupling of N‐Iminoquinolinium Ylides with Secondary Amines
inferred← citeshttps://doi.org/10.1002/jhet.4851openalex-snapshot
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inferred← citeshttps://doi.org/10.1002/slct.202102580openalex-snapshot
Gold‐Catalyzed Synthesis of Pyrazolo[1,5‐ a ]pyridines Regioselectively via 6‐ endo‐dig Cyclization
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Gold‐Catalyzed Annulations with Nucleophilic Nitrenoids Enabled by Heteroatom‐Substituted Alkynes
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Five-Membered Ring Systems: With More than One N Atom
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Five-Membered Ring Systems: With More than One N Atom
inferred← citeshttps://doi.org/10.1016/b978-0-12-818655-8.00148-7openalex-snapshot
Bicyclic 5-6 Systems With One Bridgehead (Ring Junction) Nitrogen Atom: One Extra Heteroatom 1:0
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Synthesis of novel pyrazolo[1,5-a]pyrazin-4(5H)-one derivatives and their inhibition against growth of A549 and H322 lung cancer cells
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Progress of the synthesis of condensed pyrazole derivatives (from 2010 to mid-2013)
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Design, synthesis and cytotoxicity studies of novel pyrazolo[1, 5-a]pyridine derivatives
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An efficient and highly stereoselective synthesis of novel trifluoromethylated trans-dihydrofuro[2,3-c]pyrazoles using arsonium ylides
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1,3-Dipolar cycloaddition of nitrile imines with α,β-unsaturated lactones, thiolactones and lactams: synthesis of ring-fused pyrazoles
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A silver(I)–rhodium(I) cooperative catalysis in the reaction of N′-(2-alkynylbenzylidene)hydrazide with 2-vinyloxirane
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Unexpected cleavage of the Cpy–Cpy bond in the reaction of 2,2′-bipyridine N,N′-diimines with acetylenes
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Synthesis of 5-cyanopyrazolo[1,5-a]pyridine derivatives via tandem reaction and their optical properties
inferred← citeshttps://doi.org/10.1016/j.tetlet.2015.08.050openalex-snapshot
Improved cyclization conditions to prepare 6-substituted pyrazolo[1,5- a ]pyridines and pyrazolo[1,5- a ]pyrazines using catalytic Ag(I) and Au(III) salts
inferred← citeshttps://doi.org/10.1016/j.tetlet.2016.04.037openalex-snapshot
Selective synthesis of pyrazolo[5,1-a]isoquinolines via 1,3-dipolar cycloaddition reaction
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Recent Advances in Alkenyl sp 2 C–H and C–F Bond Functionalizations: Scope, Mechanism, and Applications
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inferred← citeshttps://doi.org/10.1021/acs.joc.3c02311openalex-snapshot
Direct Heterocycle C–H Alkenylation via Dual Catalysis Using a Palladacycle Precatalyst: Multifactor Optimization and Scope Exploration Enabled by High-Throughput Experimentation
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Photolytic ortho -Selective Amino Pyridylation of Aryl Isocyanates with N -Amino Pyridinium Ylides for the Synthesis of N -Arylsulfonyl Ureas
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Synergistic Cu/Ag Dual Regioselective Cyclization Catalysis to Access Functionalized 3-Amido and 3-Indolyl Phthalides
inferred← citeshttps://doi.org/10.1021/acs.joc.7b00358openalex-snapshot
3,5-Diarylimidazo[1,2-a]pyridines as Color-Tunable Fluorophores
inferred← citeshttps://doi.org/10.1021/acs.joc.7b01742openalex-snapshot
Cobalt/Copper-Cocatalyzed Synthesis of Imidazo[1,2-a:3,4-a′]dipyridiniums from 2H-[1,2′-Bipyridin]-2-ones and 2-Bromoacetophenones
inferred← citeshttps://doi.org/10.1021/acs.joc.8b01520openalex-snapshot
Catalyst and Additive-Free Diastereoselective 1,3-Dipolar Cycloaddition of Quinolinium Imides with Olefins, Maleimides, and Benzynes: Direct Access to Fused N,N′-Heterocycles with Promising Activity against a Drug-Resistant Malaria Parasite
inferred← citeshttps://doi.org/10.1021/acs.joc.8b01725openalex-snapshot
[4 + 1] Cycloaddition Reaction of α,β-Alkynic Hydrazones and KSCN under Transition-Metal-Free Conditions: Synthesis of N-Iminoisothiazolium Ylides
inferred← citeshttps://doi.org/10.1021/acs.orglett.6b00363openalex-snapshot
Pd(II)-Catalyzed ortho-C–H Olefination/Dearomatization of N-Aryl Ureas: An Approach to Imine Derivatives
inferred← citeshttps://doi.org/10.1021/acs.orglett.8b01204openalex-snapshot
Regioselective Metalation and Functionalization of the Pyrazolo[1,5-a]pyridine Scaffold Using Mg- and Zn-TMP Bases
inferred← citeshttps://doi.org/10.1021/ar300185zopenalex-snapshot
Direct Functionalization Processes: A Journey from Palladium to Copper to Iron to Nickel to Metal-Free Coupling Reactions
inferred← citeshttps://doi.org/10.1021/cr200251dopenalex-snapshot
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inferred← citeshttps://doi.org/10.1021/jacs.5c03154openalex-snapshot
Enantioconvergent Radical–Radical Cross-Coupling via Magnesium-Mediated Charge-Transfer Photocatalysis
inferred← citeshttps://doi.org/10.1021/jacs.7b03412openalex-snapshot
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inferred← citeshttps://doi.org/10.1021/jo200863eopenalex-snapshot
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inferred← citeshttps://doi.org/10.1021/jo201303xopenalex-snapshot
Synthesis of 2- and 2,3-Substituted Pyrazolo[1,5-a]pyridines: Scope and Mechanistic Considerations of a Domino Direct Alkynylation and Cyclization of N-Iminopyridinium Ylides Using Alkenyl Bromides, Alkenyl Iodides, and Alkynes
inferred← citeshttps://doi.org/10.1021/jo3013429openalex-snapshot
Metal Cocatalyzed Tandem Alkynylative Cyclization Reaction of in Situ Formed N-Iminoisoquinolinium Ylides with Bromoalkynes via C–H Bond Activation
inferred← citeshttps://doi.org/10.1021/jo400523vopenalex-snapshot
Route to Pyrazolo[5,1-a]isoquinolines via a Copper-Catalyzed Tandem Reaction of 2-Alkynylbromobenzene with Pyrazole
inferred← citeshttps://doi.org/10.1021/ol101988qopenalex-snapshot
Efficient Generation of Biologically Active H-Pyrazolo[5,1-a]isoquinolines via Multicomponent Reaction
inferred← citeshttps://doi.org/10.1021/ol1026365openalex-snapshot
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inferred← citeshttps://doi.org/10.1021/ol301214uopenalex-snapshot
Palladium-Catalyzed Alkenylation and Alkynylation of ortho-C(sp2)–H Bonds of Benzylamine Picolinamides
inferred← citeshttps://doi.org/10.1021/ol500948ropenalex-snapshot
The Concise Synthesis of Spiro-Cyclopropane Compounds via the Dearomatization of Indole Derivatives
inferred← citeshttps://doi.org/10.1021/ol503248fopenalex-snapshot
Palladium-Catalyzed Stereoretentive Olefination of Unactivated C(sp3)–H Bonds with Vinyl Iodides at Room Temperature: Synthesis of β-Vinyl α-Amino Acids
inferred← citeshttps://doi.org/10.1021/om201001copenalex-snapshot
Regioselective CH Bond Activation on Stabilized Nitrogen Ylides Promoted by Pd(II) Complexes: Scope and Limitations
inferred← citeshttps://doi.org/10.1021/om401204hopenalex-snapshot
Ruthenium-Catalyzed Ortho-Selective C–H Alkenylation of Aromatic Compounds with Alkenyl Esters and Ethers
inferred← citeshttps://doi.org/10.1039/c0ob00756kopenalex-snapshot
A copper-mediated cyclization reaction of hydrazine with enediynones providing pyrazolo[1,5-a]pyridines
inferred← citeshttps://doi.org/10.1039/c2cc30413aopenalex-snapshot
Silver triflate–copper(ii) acetate cooperative catalysis in a cascade reaction for concise synthesis of 2-carbonyl H-pyrazolo[5,1-a]isoquinolines
inferred← citeshttps://doi.org/10.1039/c2cc33706aopenalex-snapshot
Copper-catalyzed direct oxidative annulation of N-iminopyridinium ylides with terminal alkynes using O 2 as oxidant
inferred← citeshttps://doi.org/10.1039/c2ob25973gopenalex-snapshot
Au(i)-catalyzed and iodine-mediated cyclization of enynylpyrazoles to provide pyrazolo[1,5-a]pyridines
inferred← citeshttps://doi.org/10.1039/c2ob26379copenalex-snapshot
Silver triflate-catalyzed tandem reaction of N′-(2-alkynylbenzylidene)hydrazide with pyridyne
inferred← citeshttps://doi.org/10.1039/c2ob26824hopenalex-snapshot
Synthesis of pyrazolo[5,1-a]isoquinolines via silver(i)–rhodium(i) cooperative catalysis in the reaction of N′-(2-alkynylbenzylidene)hydrazide with cycloprop-2-ene-1,1-dicarboxylate
inferred← citeshttps://doi.org/10.1039/c2ob27050aopenalex-snapshot
Development of a new cascade reaction for convergent synthesis of pyrazolo[1,5-a]quinoline derivatives under transition-metal-free conditions
inferred← citeshttps://doi.org/10.1039/c2ra21305bopenalex-snapshot
Concise and efficient one-pot copper-catalyzed synthesis of H-pyrazolo[5,1-a]isoquinolines
inferred← citeshttps://doi.org/10.1039/c3ob40448jopenalex-snapshot
From N-benzoylpyridinium imides to pyrazolo[1,5-a]pyridines: a mechanistic discussion on a stoichiometric Cu protocol
inferred← citeshttps://doi.org/10.1039/c5ob00018aopenalex-snapshot
Copper-mediated synthesis of pyrazolo[1,5-a]pyridines through oxidative linkage of C–C/N–N bonds
inferred← citeshttps://doi.org/10.1039/c5ob01011jopenalex-snapshot
Tandem copper (Cu) catalysed N-arylation–vinylogous nitroaldol condensation of 3,5-disubstituted 4-nitropyrazoles
inferred← citeshttps://doi.org/10.1039/c5ra06707copenalex-snapshot
Substrate selective synthesis of pyrazolo[1,5-a]pyridines through [3 + 2] cycloaddition of N-aminopyridines and β-nitro styrenes
inferred← citeshttps://doi.org/10.1039/c5ra14273copenalex-snapshot
Selective synthesis of 2,5-disubstituted furan-3-carboxylates and the isomeric 2,4-disubstituted furan-3-carboxylates
inferred← citeshttps://doi.org/10.1039/c7ob01497jopenalex-snapshot
Ru-Catalysed synthesis of fused heterocycle-pyridinones and -pyrones
inferred← citeshttps://doi.org/10.1039/c7qo00249aopenalex-snapshot
Synthesis of pyrazolo[5,1-a]isoquinolines through copper-catalyzed regioselective bicyclization of N-propargylic sulfonylhydrazones
inferred← citeshttps://doi.org/10.1039/d0qo00320dopenalex-snapshot
Palladium-catalyzed [4 + 3] dearomatizing cycloaddition reaction of N -iminoquinolinium ylides
inferred← citeshttps://doi.org/10.1039/d2ob00499bopenalex-snapshot
Base-mediated [3 + 2]-cycloannulation strategy for the synthesis of pyrazolo[1,5- a ]pyridine derivatives using ( E )-β-iodovinyl sulfones
inferred← citeshttps://doi.org/10.1039/d2qo00308bopenalex-snapshot
Transition metal- and oxidant-free [3 + 2] cyclization of azomethine imines utilizing vinylene carbonate as dual synthons
inferred← citeshttps://doi.org/10.1039/d3qo00190copenalex-snapshot
N -Amino pyridinium salts in organic synthesis
inferred← citeshttps://doi.org/10.1039/d5cc04472copenalex-snapshot
Nitrogen atom insertion into NN double bonds: straightforward access to triazenes
inferred← citeshttps://doi.org/10.1055/a-1705-0247openalex-snapshot
A Mild and Efficient Synthesis of Pyrazolo[1,5-a]pyridines Mediated by Triphenylphosphine/Diiodine
inferred← citeshttps://doi.org/10.1055/a-2216-4594openalex-snapshot
PhI(OAc)2-Promoted Regioselective Cycloaddition of N-Aminopyridinium Ylides with Electron-Deficient Alkenes
inferred← citeshttps://doi.org/10.1246/cl.140006openalex-snapshot
Ruthenium-catalyzed Ortho-selective Aromatic C–H Alkenylation with Alkenyl Carbonates
inferred← citeshttps://doi.org/10.2174/1570180820666230803101948openalex-snapshot
Synthetic and Pharmacological Expedition of Pyrazolo[1,5-a]pyridine: A Comprehensive Review
inferred← citeshttps://doi.org/10.2174/1573407213666170828165512openalex-snapshot
Novel Spiro/non-Spiro Pyranopyrazoles: Eco-Friendly Synthesis, In-vitro Anticancer Activity, DNA Binding, and In-silico Docking Studies
inferred← citeshttps://doi.org/10.2174/2211544712666230104142809openalex-snapshot
Recent Advances in Direct Pyridine C-H Activation Strategies
inferred← citeshttps://doi.org/10.3762/bjoc.10.238openalex-snapshot
Synthesis of 2-trifluoromethylpyrazolo[5,1-a]isoquinolines via silver triflate-catalyzed or electrophile-mediated one-pot tandem reaction
inferred← citeshttps://doi.org/10.3762/bjoc.13.80openalex-snapshot
New approach toward the synthesis of deuterated pyrazolo[1,5-a]pyridines and 1,2,4-triazolo[1,5-a]pyridines
inferred← citeshttps://doi.org/10.3762/bjoc.15.85openalex-snapshot
Efficient synthesis of pyrazolopyridines containing a chromane backbone through domino reaction
inferred← citeshttps://doi.org/10.70675/39de54cdzed42z410bz84c5zaf41b61046dbopenalex-snapshot
C-H fonctionnalisation de purines : synthèse d’inhibiteurs potentiels de la HSP90
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