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Directed Metalation of 1-Ester-Substituted Indolizines: Base/Electrophile-Controlled Regioselective Functionalization

https://doi.org/10.1021/ol503288e
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What this work says

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

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Beyond Thermodynamic Acidity: A Perspective on the Complex‐Induced Proximity Effect (CIPE) in Deprotonation Reactions
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Direct Magnesiation of Polyfunctionalized Arenes and Heteroarenes Using (tmp) 2 Mg⋅2 LiCl
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A General Method for meta and para Functionalization of Arenes Using TMP2Mg⋅2 LiCl
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Regio‐ and Chemoselective Metalation of Arenes and Heteroarenes Using Hindered Metal Amide Bases
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New In Situ Trapping Metalations of Functionalized Arenes and Heteroarenes with TMPLi in the Presence of ZnCl2 and Other Metal Salts
inferredcites →https://doi.org/10.1002/chem.200801558openalex-snapshot
Direct Zincation of Functionalized Aromatics and Heterocycles by Using a Magnesium Base in the Presence of ZnCl2
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Solvent‐ and Temperature‐Dependent Functionalisation of Enantioenriched Aziridines
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Nitrogen Dynamics and Reactivity of Chiral Aziridines: Generation of Configurationally Stable Aziridinyllithium Compounds
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Discovery of a Full‐Color‐Tunable Fluorescent Core Framework through Direct CH (Hetero)arylation of N‐Heterocycles
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Directed Remote Aromatic Metalations: Mechanisms and Driving Forces
inferredcites →https://doi.org/10.1002/chem.201300552openalex-snapshot
Computed CH Acidity of Biaryl Compounds and Their Deprotonative Metalation by Using a Mixed Lithium/Zinc‐TMP Base
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Harnessing the ortho ‐Directing Ability of the Azetidine Ring for the Regioselective and Exhaustive Functionalization of Arenes
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A Modular Synthesis of Polysubstituted Indolizines
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Mannich Bases from 1,2-Diphenylindolizine: Ephedrine and Methamphetamine as Amine Components
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A universal approach for continuum solvent pK a calculations: are we there yet?
inferredcites →https://doi.org/10.1016/j.bmcl.2005.09.051openalex-snapshot
3-Substituted indolizine-1-carbonitrile derivatives as phosphatase inhibitors
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A quantitative structure–activity relationship study on a novel class of calcium-entry blockers: 1-[?4-(aminoalkoxy)phenyl?sulphonyl]indolizines
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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
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Synthesis and reactivity of 5-Br(I)-indolizines and their parallel cross-coupling reactions
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inferredcites →https://doi.org/10.1016/s0040-4039(00)60102-8openalex-snapshot
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inferredcites →https://doi.org/10.1021/ar00131a005openalex-snapshot
Stereo- and regiocontrol by complex induced proximity effects: reactions of organolithium compounds
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Molecular Interactions in Solution: An Overview of Methods Based on Continuous Distributions of the Solvent
inferredcites →https://doi.org/10.1021/cr00104a001openalex-snapshot
Directed ortho metalation. Tertiary amide and O-carbamate directors in synthetic strategies for polysubstituted aromatics
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5-Hydroxytryptamine (5-HT3) receptor antagonists. 1. Indazole and indolizine-3-carboxylic acid derivatives
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Highly Specific and Broadly Potent Inhibitors of Mammalian Secreted Phospholipases A2
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inferredcites →https://doi.org/10.1021/jo302590aopenalex-snapshot
Cycloaromatization Approach to Polysubstituted Indolizines from 2-Acetylpyrroles: Decoration of the Pyridine Unit
inferredcites →https://doi.org/10.1021/jo500297ropenalex-snapshot
Strategies To Prepare and Use Functionalized Organometallic Reagents
inferredcites →https://doi.org/10.1021/jp107890popenalex-snapshot
First-Principles Prediction of the p K a s of Anti-inflammatory Oxicams
inferredcites →https://doi.org/10.1021/ol062556iopenalex-snapshot
Unusual Sterically Controlled Regioselective Lithiation of 3-Bromo-5-(4,4‘-dimethyl)oxazolinylpyridine. Straightforward Access to Highly Substituted Nicotinic Acid Derivatives
inferredcites →https://doi.org/10.1021/ol100810copenalex-snapshot
Directed Lithiation of N-Benzenesulfonyl-3-bromopyrrole. Electrophile-Controlled Regioselective Functionalization via Dynamic Equilibrium between C-2 and C-5 Lithio Species
inferredcites →https://doi.org/10.1021/ol403019copenalex-snapshot
Regioselective Functionalization of the Oxazole Scaffold Using TMP-Bases of Mg and Zn
inferredcites →https://doi.org/10.1021/ol5001999openalex-snapshot
TMP–Magnesium and TMP–Zinc Bases for the Regioselective Metalation of the Cinnoline Scaffold
inferredcites →https://doi.org/10.1021/ol9000872openalex-snapshot
Synthesis of 3-Haloindolizines by Copper(II) Halide Mediated Direct Functionalization of Indolizines
inferredcites →https://doi.org/10.1021/ol902315wopenalex-snapshot
Highly Regioselective Palladium-Catalyzed Oxidative Coupling of Indolizines and Vinylarenes via C−H Bond Cleavage
inferredcites →https://doi.org/10.1039/c1ob05267eopenalex-snapshot
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inferredcites →https://doi.org/10.1039/c2ob25554eopenalex-snapshot
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inferredcites →https://doi.org/10.1039/c3cc48555bopenalex-snapshot
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inferredcites →https://doi.org/10.1063/1.464913openalex-snapshot
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inferredcites →https://doi.org/10.3390/10091074openalex-snapshot
An Improved Synthesis of Some 5-Substituted Indolizines Using Regiospecific Lithiation
inferredcites →https://doi.org/10.3987/com-02-9479openalex-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/adsc.70201openalex-snapshot
Exploring the Uncharted Indolizine Chemical Space: Construction of 5‐Acylindolizines via a Domino Aldol–Vinylogous Aldol Process
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Rhodium(II)‐Catalyzed Highly Stereoselective C3 Functionalization of Indolizines with N‐Sulfonyl‐1,2,3‐triazoles
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Iridium Catalysed Asymmetric Allylic Substitution Reaction of Indolizine Derivatives
inferred← citeshttps://doi.org/10.1002/ange.202005372openalex-snapshot
A Predictive Model Towards Site‐Selective Metalations of Functionalized Heterocycles, Arenes, Olefins, and Alkanes using TMPZnCl⋅LiCl
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A Predictive Model Towards Site‐Selective Metalations of Functionalized Heterocycles, Arenes, Olefins, and Alkanes using TMPZnCl⋅LiCl
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ChemInform Abstract: Directed Metalation of 1‐Ester‐Substituted Indolizines: Base/Electrophile‐Controlled Regioselective Functionalization.
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C‐H Activation/Metalation Approaches for the Synthesis of Indolizine Derivatives
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Ruthenium(II) Catalysed Highly Regioselective C‐3 Alkenylation of Indolizines and Pyrrolo[1,2‐a]quinolines
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Catalyst‐free oxidative [3+2]‐annulation of (2‐nitroethene‐1,1‐diyl)bis(methylsulfane) and pyridinium ylides: Efficient synthesis of (methylsulfanyl)indolizines heterocycles
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Gas‐phase dissociation study of erythrinian alkaloids by electrospray ionization mass spectrometry and computational methods
inferred← citeshttps://doi.org/10.1002/slct.201804056openalex-snapshot
Mn(OAc) 3 ‐Mediated Regioselective C‐H Phosphonylation of Indolizines with H ‐Phosphonates
inferred← citeshttps://doi.org/10.1002/slct.201902621openalex-snapshot
Highly Efficient Synthesis of 1‐Nitroindolizine Derivatives via the DBU/Acetic Acid System
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Selective Functionalization of Benzo‐Fused N ‐Heterocycles by Using In Situ Trapping Metalations
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Bicyclic 5-6 Systems With One Bridgehead (Ring Junction) Nitrogen Atom: No Extra Heteroatom
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Lithium Complexes in Organic Synthesis
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Transition-metal-switchable divergent synthesis of nitrile-containing pyrazolo[1,5-a]pyridines and indolizines
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Cobalt-catalyzed highly enantioselective radical alkylation of indolizines with styrenes
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Synthesis and photophysical properties of 2-aryl-5-carbonyl indolizines
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Synthesis of novel π-extended 2,5-disubstituted indolizines and their absorption and fluorescence properties
inferred← citeshttps://doi.org/10.1016/j.tet.2018.12.018openalex-snapshot
Recent applications of magnesium- and Zinc-TMP amides in the synthesis of bioactive targets
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Selective functionalization of cyano-phenyl-2-oxazolines using TMPMgCl·LiCl
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Cobalt-catalyzed C H activation of N-carbamoyl indoles or benzamides with maleimides: Synthesis of imidazo[1,5-a]indole- or isoindolone-incorporated spirosuccinimides
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Ultrasound-promoted regioselective synthesis of chalcogeno-indolizines by a stepwise 1,3-dipolar cycloaddition
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Preparation and Reactivity of Organometallic Reagents Leading to Functionalized N -Heteroaromatics
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C–H Functionalization of Azines
inferred← citeshttps://doi.org/10.1021/acs.joc.0c00189openalex-snapshot
Catalyst-Free Conjugate Addition of Indolizines to In Situ-Generated Oxidized Morita–Baylis–Hillman Adducts
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Regiodivergent Synthesis of Densely Functionalized Indolizines via (2 + 2 + 1) Cycloaddition
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Thermodynamic Controlled Regioselective C1-Functionalization of Indolizines with 3-Hydroxyisoindolinones via Brønsted Acid Catalyzed aza-Friedel–Crafts Reaction
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[3 + 3] Annulative Functionalization Approaches to Poly-Functionalized 8-Acylindolizines, 8-Enylindolizines, and Indolizine-Coumarin Hybrids
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One-Pot Synthesis of Indolizines via Sequential Rhodium-Catalyzed [2 + 1]-Cyclopropanation, Palladium-Catalyzed Ring Expansion, and Oxidation Reactions from Pyridotriazoles and 1,3-Dienes
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One-Pot Regiospecific Synthesis of Indolizines: A Solvent-Free, Metal-Free, Three-Component Reaction of 2-(Pyridin-2-yl)acetates, Ynals, and Alcohols or Thiols
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Metal-Free Synthesis of Functionalized Indolizines via a Cascade Michael/SN2/Aromatization Reaction of 2-Alkylazaarene Derivatives with Bromonitroolefins
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C3 functionalization of indolizines via In( iii )-catalyzed three-component reaction
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One-pot synthesis of indolizine via 1,3-dipolar cycloaddition using a sub-equivalent amount of K 2 Cr 2 O 7 as an efficient oxidant under base free conditions
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Brønsted-acid-catalyzed selective Friedel–Crafts monoalkylation of isatins with indolizines in water
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Recent synthetic strategies for the functionalization of fused bicyclic heteroaromatics using organo-Li, -Mg and -Zn reagents
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Gold-catalyzed intermolecular tandem cyclization/[4 + 3] cycloaddition of 2-(1-alkynyl)-cyclopropyl pyridines with nitrones: an efficient strategy for the synthesis of [1,2]oxazepino[5,4- a ] indolizines
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Regioselective C–H Activation of Substituted Pyridines and other Azines using Mg- and Zn-TMP-Bases
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Funcionalização dirigida de 2-oxazolinas e dioxinonas utilizando bases mistas de lítio-magnésio
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Aplicação de amidetos metálicos na funcionalização de aril-2-oxazolinas de interesse sintético
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Funcionalização regiosseletiva de cloroquinolinas visando a síntese de compostos de interesse medicinal
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Development of a comprehensive study on base-controlled regioselective functionalization and Iridium-Catalysed Borylation of indolizines
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Development of new selective synthetic methods en route to privileged scaffolds of pharmaceutical relevance
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Organic Synthesis: New Vistas in the Brazilian Landscape
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Combining Indolizines and Isatins via Brønsted-Acid Catalyzed Friedel-Crafts Alkylation in Water
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Synthèse de nouveaux systèmes phosphorés à chiralité axiale et leurs applications
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