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Copper-Catalyzed Nondecarboxylative Cross Coupling of Alkenyltrifluoroborate Salts with Carboxylic Acids or Carboxylates: Synthesis of Enol Esters

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What this work says

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

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Boronic Acids
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A Versatile Metathesis Reaction for the Formation of Labile Bonds between Group 13 and Group 15 Atoms
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Modern Synthetic Methods for Copper‐Mediated C(aryl)O, C(aryl)N, and C(aryl)S Bond Formation
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Metal Vinylidenes and Allenylidenes in Catalysis: Applications in Anti‐Markovnikov Additions to Terminal Alkynes and Alkene Metathesis
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Enamide Synthesis by Copper‐Catalyzed Cross‐Coupling of Amides and Potassium Alkenyltrifluoroborate Salts
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Carboxylic Acids as Substrates in Homogeneous Catalysis
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Catalytic CC, CN, and CO Ullmann‐Type Coupling Reactions
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Decarboxylative Cross‐Coupling of Aryl Tosylates with Aromatic Carboxylate Salts
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Decarboxylative CH Cross‐Coupling of Azoles
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Synthesis of Aryl Ketones by Palladium(II)‐Catalyzed Decarboxylative Addition of Benzoic Acids to Nitriles
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Synthesis of α‐Aryl Nitriles through Palladium‐Catalyzed Decarboxylative Coupling of Cyanoacetate Salts with Aryl Halides and Triflates
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Carboxylic Acids as Traceless Directing Groups for Formal meta ‐Selective Direct Arylation
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N‐Heterocyclic Carbene‐Catalyzed Aerobic Oxidative Direct Esterification of Aldehydes with Organoboronic Acids
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A Selective Palladium‐Catalyzed Carbonylative Arylation of Aryl Ketones to Give Vinylbenzoate Compounds
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Solvolytic cleavage of alkenylpentafluorosilicates catalyzed by copper(II) acetate. A stereoselective synthesis of (E)-alkenyl ethers from alkynes
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Five new phenolic glycosides from Hedyotis scandens
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Copper in cross-coupling reactions
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Sebestenoids A–D, BACE1 inhibitors from Cordia sebestena
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Recent advances in organotrifluoroborates chemistry
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Copper-catalyzed cross-coupling of amides and potassium alkenyltrifluoroborate salts: a general approach to the synthesis of enamides
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Substitution of vinylic iodides by various copper(I) and copper(II) derivatives
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Diterpenoid metabolites from pacific marine algae of the order Caulerpales (Chlorophyta)
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Vinyl acetates from vinyl bromides
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Organocopper intermediates in the exchange reaction of aryl halides with salts of copper(I). The possible role of copper(III)
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Synthesis of diaryl ethers through the copper-promoted arylation of phenols with arylboronic acids. An expedient synthesis of thyroxine
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New N- and O-arylations with phenylboronic acids and cupric acetate
inferredcites →https://doi.org/10.1021/ar050199qopenalex-snapshot
Organotrifluoroborates: Protected Boronic Acids That Expand the Versatility of the Suzuki Coupling Reaction
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Aryl−Aryl Bond Formation One Century after the Discovery of the Ullmann Reaction
inferredcites →https://doi.org/10.1021/cr0509758openalex-snapshot
Potassium Organotrifluoroborates: New Perspectives in Organic Synthesis
inferredcites →https://doi.org/10.1021/cr1002276openalex-snapshot
Transmetalation of Unsaturated Carbon Nucleophiles from Boron-Containing Species to the Mid to Late d-Block Metals of Relevance to Catalytic C−X Coupling Reactions (X = C, F, N, O, Pb, S, Se, Te)
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Asymmetric transformation in synthesis: chiral amino acid enolate equivalents
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Binding Energies of Terminal and Bridging Carbonyls in Pt3(CO)6-
inferredcites →https://doi.org/10.1021/ja00971a049openalex-snapshot
The Photosensitized Autoxidation of [2.2]Paracyclonaphthane
inferredcites →https://doi.org/10.1021/ja027523mopenalex-snapshot
Development of a Decarboxylative Palladation Reaction and Its Use in a Heck-type Olefination of Arene Carboxylates
inferredcites →https://doi.org/10.1021/ja063511fopenalex-snapshot
Unexpected Intermolecular Pd-Catalyzed Cross-Coupling Reaction Employing Heteroaromatic Carboxylic Acids as Coupling Partners
inferredcites →https://doi.org/10.1021/ja0701614openalex-snapshot
Palladium-Catalyzed Methylation and Arylation of sp2 and sp3 C−H Bonds in Simple Carboxylic Acids
inferredcites →https://doi.org/10.1021/ja071845eopenalex-snapshot
Two Methods for Directortho-Arylation of Benzoic Acids
inferredcites →https://doi.org/10.1021/ja304539jopenalex-snapshot
Decarboxylative Etherification of Aromatic Carboxylic Acids
inferredcites →https://doi.org/10.1021/ja8050926openalex-snapshot
Decarboxylative Biaryl Synthesis from Aromatic Carboxylates and Aryl Triflates
inferredcites →https://doi.org/10.1021/ja8100598openalex-snapshot
Palladium-Catalyzed Intramolecular Direct Arylation of Benzoic Acids by Tandem Decarboxylation/C−H Activation
inferredcites →https://doi.org/10.1021/ja9006657openalex-snapshot
Mechanistic Study of Copper-Catalyzed Aerobic Oxidative Coupling of Arylboronic Esters and Methanol: Insights into an Organometallic Oxidase Reaction
inferredcites →https://doi.org/10.1021/jo00387a024openalex-snapshot
Ruthenium-catalyzed selective addition of carboxylic acids to alkynes. A novel synthesis of enol esters
inferredcites →https://doi.org/10.1021/jo034680aopenalex-snapshot
Role of Copper Species in the Oxidative Dimerization of Arylboronic Acids: Synthesis of Symmetrical Biaryls
inferredcites →https://doi.org/10.1021/jo101558sopenalex-snapshot
Cu(OTf) 2 -Mediated Chan-Lam Reaction of Carboxylic Acids to Access Phenolic Esters
inferredcites →https://doi.org/10.1021/np970576aopenalex-snapshot
Grenadadiene and Grenadamide, Cyclopropyl-Containing Fatty Acid Metabolites from the Marine Cyanobacterium Lyngbya majuscula
inferredcites →https://doi.org/10.1021/ol034454nopenalex-snapshot
Copper(II)-Catalyzed Ether Synthesis from Aliphatic Alcohols and Potassium Organotrifluoroborate Salts
inferredcites →https://doi.org/10.1021/ol035681sopenalex-snapshot
Ligand- and Base-Free Copper(II)-Catalyzed C−N Bond Formation: Cross-Coupling Reactions of Organoboron Compounds with Aliphatic Amines and Anilines
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An Efficient Waste-Free Oxidative Coupling via Regioselective C−H Bond Cleavage: Rh/Cu-Catalyzed Reaction of Benzoic Acids with Alkynes and Acrylates under Air
inferredcites →https://doi.org/10.1021/ol1004615openalex-snapshot
Cu-Catalyzed Oxidative Amidation of Propiolic Acids Under Air via Decarboxylative Coupling
inferredcites →https://doi.org/10.1021/ol301563gopenalex-snapshot
[Pd(μ-Br)(PtBu3)]2 as a Highly Active Isomerization Catalyst: Synthesis of Enol Esters from Allylic Esters
inferredcites →https://doi.org/10.1021/om50005a037openalex-snapshot
Addition of carboxylic acids to alkynes catalyzed by ruthenium complexes. Vinyl ester formation
inferredcites →https://doi.org/10.1039/a801469hopenalex-snapshot
Stereoselective synthesis of enol acetates by the reaction of alkenylboronates with (diacetoxyiodo)benzene and sodium iodide
inferredcites →https://doi.org/10.1039/b211277aopenalex-snapshot
Regiocontrolled Ru-catalyzed addition of carboxylic acids to alkynes: practical protocols for the synthesis of vinyl estersWe thank Prof. Dr. M. T. Reetz for generous support and constant encouragement, and gratefully acknowledge the DFG, the FCI, and the BMBF for financial support.
inferredcites →https://doi.org/10.1039/b415954copenalex-snapshot
Synthesis of enamines, enol ethers and related compounds by cross-coupling reactions
inferredcites →https://doi.org/10.1039/c0cc04104aopenalex-snapshot
Pd-catalysed decarboxylative Suzuki reactions and orthogonal Cu-based O-arylation of aromatic carboxylic acids
inferredcites →https://doi.org/10.1039/c1cs15093fopenalex-snapshot
Decarboxylative coupling reactions: a modern strategy for C–C-bond formation
inferredcites →https://doi.org/10.1039/c2sc20606dopenalex-snapshot
Copper-catalyzed decarboxylative C–N coupling for N-arylation
inferredcites →https://doi.org/10.1055/s-0030-1258379openalex-snapshot
Copper-Promoted Carbon-Heteroatom Bond Cross-Coupling with Boronic Acids and Derivatives
inferredcites →https://doi.org/10.1080/00397919908086020openalex-snapshot
Synthesis of Enol Esters from Copper(I) Carboxylates Generated from Copper(I) Trifluoromethanesulfonate Benzene Complex
inferredcites →https://doi.org/10.1080/10575630008043770openalex-snapshot
Udoteal B, A New Linear Diterpenoid from the Green AlgaUdotea petiolata
inferredcites →https://doi.org/10.1080/10575639708043731openalex-snapshot
A Novel Dietary Sesquiterpene from the marine SacoglossanTridachia Crispata
inferredcites →https://doi.org/10.1126/science.1128684openalex-snapshot
Synthesis of Biaryls via Catalytic Decarboxylative Coupling
inferredcites →https://doi.org/10.1139/v83-015openalex-snapshot
Ullmann condensation using copper or copper oxide as the reactant. Arylation of active hydrogen compounds (imides, amides, amines, phenol, benzoic acid, and phenylacetylene)
inferredcites →https://doi.org/10.18474/0749-8004-31.2.172openalex-snapshot
Semiochemistry of Cabbage Bugs (Heteroptera: Pentatomidae: Eurydema and Murgantia)1,3
inferredcites →https://doi.org/10.3987/rev-10-671openalex-snapshot
Chemistry and Biological Activities of Vibsane-Type Diterpenoids

What points at this work

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

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Regio‐ and Stereoselective Chan‐Lam‐Evans Enol Esterification of Carboxylic Acids with Alkenylboroxines
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Arylacetic Acids in Organic Synthesis
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Rhodium(III)/Copper(II)‐Promoted trans‐Selective Heteroaryl Acyloxylation of Alkynes: Stereodefined Access to trans‐Enol Esters
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Oxidative Coupling of Aryl Boron Reagents with sp3‐Carbon Nucleophiles: The Enolate Chan–Evans–Lam Reaction
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A Method for the Late‐Stage Formation of Ketones, Acyloins, and Aldols from Alkenylstannanes: Application to the Total Synthesis of Paecilonic Acid A
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Decarboxylative Benzylation of Aryl and Alkenyl Boronic Esters
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Rhodium(III)/Copper(II)‐Promoted trans‐Selective Heteroaryl Acyloxylation of Alkynes: Stereodefined Access to trans‐Enol Esters
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Decarboxylative Benzylation of Aryl and Alkenyl Boronic Esters
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