Chemistry – A European Journal, ISSN 0947-6539, 06/2013, Volume 19, Issue 23, pp. 7587 - 7594
Boronic acids are important in the organic and biological arenas. Thus, their identification and characterization are important. ESI‐MS is a well‐known tool...
reaction mechanisms | mass spectrometry | electrospray ionization | gas‐phase reactions | boronic acids | gas-phase reactions | BORONIC ACID | DESIGN | RECOGNITION | SENSOR | BORTEZOMIB | CHEMISTRY, MULTIDISCIPLINARY | PROBES | DIOLS | BINDING | Boronic Acids - chemistry | Molecular Structure | Macromolecular Substances - chemistry | Spectrometry, Mass, Electrospray Ionization - methods | Ionization | Mass spectrometry | Analysis | Acids | Conjugates | Mass spectrometers | Ion sources | Tools | Biological | Arenas | Chambers
reaction mechanisms | mass spectrometry | electrospray ionization | gas‐phase reactions | boronic acids | gas-phase reactions | BORONIC ACID | DESIGN | RECOGNITION | SENSOR | BORTEZOMIB | CHEMISTRY, MULTIDISCIPLINARY | PROBES | DIOLS | BINDING | Boronic Acids - chemistry | Molecular Structure | Macromolecular Substances - chemistry | Spectrometry, Mass, Electrospray Ionization - methods | Ionization | Mass spectrometry | Analysis | Acids | Conjugates | Mass spectrometers | Ion sources | Tools | Biological | Arenas | Chambers
Journal Article
Angewandte Chemie International Edition, ISSN 1433-7851, 02/2014, Volume 53, Issue 6, pp. 1669 - 1673
The palladium‐catalyzed difluoroalkylation of aryl boronic acids with bromodifluoromethylphosphonate, bromodifluoroacetate, and further derivatives has been...
difluoroalkylation | palladium | aryl boronic acids | cross‐coupling | fluorine | cross-coupling | HALIDES | COPPER-MEDIATED DIFLUOROMETHYLATION | FLUOROALKYLATION | BOND FORMATION | REDUCTIVE ELIMINATION | CHEMISTRY, MULTIDISCIPLINARY | PROTEIN-TYROSINE | CROSS-COUPLING REACTIONS | FACILE | Electron Transport | Carboxylic Acids - chemistry | Organophosphonates - chemistry | Boronic Acids - chemistry | Catalysis | Palladium - chemistry | Boronic Acids - chemical synthesis | Fluorine - chemistry | Electrons | Palladium | Fluorides | Analysis | Methods | Phosphonates | Acids | Synthesis | Pathways | Catalysts | Aromatic compounds | Derivatives | Carboxylic acids | Single electrons
difluoroalkylation | palladium | aryl boronic acids | cross‐coupling | fluorine | cross-coupling | HALIDES | COPPER-MEDIATED DIFLUOROMETHYLATION | FLUOROALKYLATION | BOND FORMATION | REDUCTIVE ELIMINATION | CHEMISTRY, MULTIDISCIPLINARY | PROTEIN-TYROSINE | CROSS-COUPLING REACTIONS | FACILE | Electron Transport | Carboxylic Acids - chemistry | Organophosphonates - chemistry | Boronic Acids - chemistry | Catalysis | Palladium - chemistry | Boronic Acids - chemical synthesis | Fluorine - chemistry | Electrons | Palladium | Fluorides | Analysis | Methods | Phosphonates | Acids | Synthesis | Pathways | Catalysts | Aromatic compounds | Derivatives | Carboxylic acids | Single electrons
Journal Article
Angewandte Chemie International Edition, ISSN 1433-7851, 02/2014, Volume 53, Issue 6, pp. 1650 - 1653
A new and safe method for the synthesis of N‐(trifluoromethylthio)phthalimide, a convenient and shelf‐stable reagent for the direct trifluoromethylthiolation,...
copper | homogeneous catalysis | boron | synthetic methods | alkynes | REAGENT | OXIDATIVE TRIFLUOROMETHYLTHIOLATION | ROOM-TEMPERATURE | TRIFLUOROMETHANESULFENYL CHLORIDE | ARYL SULFIDES | CHEMISTRY, MULTIDISCIPLINARY | ELEMENTAL SULFUR | NUCLEOPHILIC TRIFLUOROMETHYLTHIOLATION | MEDICINAL CHEMISTRY | ALPHA-FLUORINATED ETHERS | THIOETHERS | Copper - chemistry | Oxidation-Reduction | Phthalimides - chemistry | Sulfhydryl Compounds - chemistry | Alkynes - chemistry | Boronic Acids - chemistry | Catalysis | Fluorine - chemistry | Acids | Research & development--R&D | Utilities | Synthesis | Tolerances | Shelf life | Research and development | Functional groups | Alkynes
copper | homogeneous catalysis | boron | synthetic methods | alkynes | REAGENT | OXIDATIVE TRIFLUOROMETHYLTHIOLATION | ROOM-TEMPERATURE | TRIFLUOROMETHANESULFENYL CHLORIDE | ARYL SULFIDES | CHEMISTRY, MULTIDISCIPLINARY | ELEMENTAL SULFUR | NUCLEOPHILIC TRIFLUOROMETHYLTHIOLATION | MEDICINAL CHEMISTRY | ALPHA-FLUORINATED ETHERS | THIOETHERS | Copper - chemistry | Oxidation-Reduction | Phthalimides - chemistry | Sulfhydryl Compounds - chemistry | Alkynes - chemistry | Boronic Acids - chemistry | Catalysis | Fluorine - chemistry | Acids | Research & development--R&D | Utilities | Synthesis | Tolerances | Shelf life | Research and development | Functional groups | Alkynes
Journal Article
Accounts of Chemical Research, ISSN 0001-4842, 02/2013, Volume 46, Issue 2, pp. 312 - 326
Boronic acids can interact with Lewis bases to generate boronate anions, and they can also bind with diol units to form cyclic boronate esters. Boronic acid...
SACCHARIDE DETECTION | CHEMOSENSORS | ELECTROPHORESIS | STRATEGY | FLUORESCENCE TRANSDUCTION | ENANTIOMERIC PURITY | ESTERIFICATION | SENSORS | NMR ANALYSIS | CHEMISTRY, MULTIDISCIPLINARY | SIMPLE PROTOCOLS | Dopamine - chemistry | Fluorescent Dyes - chemistry | Cyclization | Oxidation-Reduction | Esters - chemistry | Electrophoresis | Boronic Acids - chemistry | Molecular Structure | Chemical bonds | Boric acid | Lewis structures | Research | Chemical properties | Anions | Receptors | Separation | Constants | Esters | Lewis base | Recognition | Diols
SACCHARIDE DETECTION | CHEMOSENSORS | ELECTROPHORESIS | STRATEGY | FLUORESCENCE TRANSDUCTION | ENANTIOMERIC PURITY | ESTERIFICATION | SENSORS | NMR ANALYSIS | CHEMISTRY, MULTIDISCIPLINARY | SIMPLE PROTOCOLS | Dopamine - chemistry | Fluorescent Dyes - chemistry | Cyclization | Oxidation-Reduction | Esters - chemistry | Electrophoresis | Boronic Acids - chemistry | Molecular Structure | Chemical bonds | Boric acid | Lewis structures | Research | Chemical properties | Anions | Receptors | Separation | Constants | Esters | Lewis base | Recognition | Diols
Journal Article
Angewandte Chemie International Edition, ISSN 1433-7851, 11/2015, Volume 54, Issue 46, pp. 13571 - 13575
A palladium‐catalyzed one‐step synthesis of (hetero)aryl alkyl sulfones from (hetero)arylboronic acids, potassium metabisulfite, and unactivated or activated...
alkylation | palladium | homogeneous catalysis | sulfones | boronic acids | SELECTIVE OXIDATION | INSERTION | SULFIDES | SULFUR-DIOXIDE | SULFONYLATION | COMPLEXES | ARYL SULFONES | CHEMISTRY, MULTIDISCIPLINARY | HYDROGEN-PEROXIDE | DERIVATIVES | EFFICIENT | Sulfones - chemistry | Models, Molecular | Crystallography, X-Ray | Organometallic Compounds - chemistry | Boronic Acids - chemistry | Molecular Structure | Catalysis | Palladium - chemistry | Hydrocarbons, Halogenated - chemistry | Sulfites - chemistry | Sulfones - chemical synthesis | Sulfites | Palladium | Organosulfur compounds | Acids | Potassium | Diffraction | Synthesis | Halides | Transformations | Sulfones
alkylation | palladium | homogeneous catalysis | sulfones | boronic acids | SELECTIVE OXIDATION | INSERTION | SULFIDES | SULFUR-DIOXIDE | SULFONYLATION | COMPLEXES | ARYL SULFONES | CHEMISTRY, MULTIDISCIPLINARY | HYDROGEN-PEROXIDE | DERIVATIVES | EFFICIENT | Sulfones - chemistry | Models, Molecular | Crystallography, X-Ray | Organometallic Compounds - chemistry | Boronic Acids - chemistry | Molecular Structure | Catalysis | Palladium - chemistry | Hydrocarbons, Halogenated - chemistry | Sulfites - chemistry | Sulfones - chemical synthesis | Sulfites | Palladium | Organosulfur compounds | Acids | Potassium | Diffraction | Synthesis | Halides | Transformations | Sulfones
Journal Article
Organic Letters, ISSN 1523-7060, 07/2013, Volume 15, Issue 14, pp. 3654 - 3657
Primary alkylboronic acids such as methylboronic acid and butylboronic acid are highly active catalysts for the dehydrative amide condensation of...
ENANTIOSELECTIVE SYNTHESIS | AFFINITY | AMINES | CARDIOTONIC AGENT | AMIDATION | CHEMISTRY, ORGANIC | BORIC-ACID | BOND FORMATION | BETA-ADRENERGIC RECEPTORS | DENOPAMINE TA-064 | CARBOXYLIC-ACIDS | Boron Compounds - chemistry | Stereoisomerism | Carboxylic Acids - chemistry | Amides - chemistry | Boronic Acids - chemistry | Molecular Structure | Catalysis
ENANTIOSELECTIVE SYNTHESIS | AFFINITY | AMINES | CARDIOTONIC AGENT | AMIDATION | CHEMISTRY, ORGANIC | BORIC-ACID | BOND FORMATION | BETA-ADRENERGIC RECEPTORS | DENOPAMINE TA-064 | CARBOXYLIC-ACIDS | Boron Compounds - chemistry | Stereoisomerism | Carboxylic Acids - chemistry | Amides - chemistry | Boronic Acids - chemistry | Molecular Structure | Catalysis
Journal Article
Nature Chemistry, ISSN 1755-4330, 02/2017, Volume 9, Issue 2, pp. 140 - 144
Saturated aza-heterocycles are highly privileged building blocks that are commonly encountered in bioactive compounds and approved therapeutic agents. These...
TRANSITION-METAL CATALYSIS | ACTIVATION | N-BOC-PYRROLIDINE | HETEROCYCLES | LITHIATION-ELECTROPHILIC SUBSTITUTION | INDOLINES | CHIRAL BRONSTED ACID | LIGAND | CHEMISTRY, MULTIDISCIPLINARY | Amines - chemistry | Thioamides - chemistry | Stereoisomerism | Phosphoric Acids - chemistry | Ligands | Boronic Acids - chemistry | Catalysis | Coordination Complexes - chemistry | Hydrogen - chemistry | Palladium - chemistry | Carbon - chemistry
TRANSITION-METAL CATALYSIS | ACTIVATION | N-BOC-PYRROLIDINE | HETEROCYCLES | LITHIATION-ELECTROPHILIC SUBSTITUTION | INDOLINES | CHIRAL BRONSTED ACID | LIGAND | CHEMISTRY, MULTIDISCIPLINARY | Amines - chemistry | Thioamides - chemistry | Stereoisomerism | Phosphoric Acids - chemistry | Ligands | Boronic Acids - chemistry | Catalysis | Coordination Complexes - chemistry | Hydrogen - chemistry | Palladium - chemistry | Carbon - chemistry
Journal Article
The Journal of Organic Chemistry, ISSN 0022-3263, 10/2012, Volume 77, Issue 19, pp. 8386 - 8400
The importance of amides as a component of biomolecules and synthetic products motivates the development of catalytic, direct amidation methods employing free...
CONVENIENT SYNTHESIS | ALCOHOLS | SOLVENT-FREE CONDITIONS | AMINES | CHEMISTRY | CHEMISTRY, ORGANIC | COUPLING REAGENTS | BORIC-ACID | AMIDE BOND FORMATION | EFFICIENT | DERIVATIVES | Boron Compounds - chemistry | Hydrogen Bonding | Iodobenzenes - chemistry | Carboxylic Acids - chemistry | Halogens - chemistry | Molecular Structure | Catalysis | Thermal properties | Usage | Analysis | Carboxylic acids | Chemical properties | Hydrogen bonding | Mathematical optimization
CONVENIENT SYNTHESIS | ALCOHOLS | SOLVENT-FREE CONDITIONS | AMINES | CHEMISTRY | CHEMISTRY, ORGANIC | COUPLING REAGENTS | BORIC-ACID | AMIDE BOND FORMATION | EFFICIENT | DERIVATIVES | Boron Compounds - chemistry | Hydrogen Bonding | Iodobenzenes - chemistry | Carboxylic Acids - chemistry | Halogens - chemistry | Molecular Structure | Catalysis | Thermal properties | Usage | Analysis | Carboxylic acids | Chemical properties | Hydrogen bonding | Mathematical optimization
Journal Article
Angewandte Chemie International Edition in English, ISSN 1433-7851, 2014, Volume 53, Issue 41, pp. 11046 - 11050
Herein, we describe a valuable method for the introduction of the [
fluorine‐18 | trifluoromethylation | isotopic labeling | specific activity | radiochemistry | Specific activity | Fluorine-18 | Trifluoromethylation | Radiochemistry | Isotopic labeling | fluorine-18 | Chlorofluorocarbons, Methane - chemistry | Radiopharmaceuticals - chemistry | Humans | Isotope Labeling | Boronic Acids - chemistry | Iodides - chemistry | Neoplasms - diagnosis | Positron-Emission Tomography | Fluorine Radioisotopes - chemistry | FUTURE | CHEMISTRY, MULTIDISCIPLINARY | HISTORICAL-PERSPECTIVE | F-18 | EFFICIENT PRECURSOR | MEDICINAL CHEMISTRY | POSITRON-EMISSION-TOMOGRAPHY | DRUG DEVELOPMENT | FLUORINE | FLUOROFORM | PET | Trihalomethanes | Fluorides | Acids | Iodides | Aromatic compounds | Precursors | Positron emission | Tomography | Halogenated | Labels | Conversion | Tracers
fluorine‐18 | trifluoromethylation | isotopic labeling | specific activity | radiochemistry | Specific activity | Fluorine-18 | Trifluoromethylation | Radiochemistry | Isotopic labeling | fluorine-18 | Chlorofluorocarbons, Methane - chemistry | Radiopharmaceuticals - chemistry | Humans | Isotope Labeling | Boronic Acids - chemistry | Iodides - chemistry | Neoplasms - diagnosis | Positron-Emission Tomography | Fluorine Radioisotopes - chemistry | FUTURE | CHEMISTRY, MULTIDISCIPLINARY | HISTORICAL-PERSPECTIVE | F-18 | EFFICIENT PRECURSOR | MEDICINAL CHEMISTRY | POSITRON-EMISSION-TOMOGRAPHY | DRUG DEVELOPMENT | FLUORINE | FLUOROFORM | PET | Trihalomethanes | Fluorides | Acids | Iodides | Aromatic compounds | Precursors | Positron emission | Tomography | Halogenated | Labels | Conversion | Tracers
Journal Article
Angewandte Chemie International Edition, ISSN 1433-7851, 04/2014, Volume 53, Issue 17, pp. 4404 - 4407
The development of a gold(I)‐catalyzed sulfination of aryl boronic acids is described. This transformation proceeds through an unprecedented mechanism which...
gold | sulfonamides | structure elucidation | heterocycles | synthetic methods | SULFUR-DIOXIDE | COMPLEXES | REACTIVITY | SULFONES | CHEMISTRY, MULTIDISCIPLINARY | ARYLBORONIC ACIDS | AMINOSULFONYLATION | BORONIC ACIDS | ARYL | INHIBITORS | Gold - chemistry | Sulfonamides - chemical synthesis | X-Ray Diffraction | Organometallic Compounds - chemistry | Boronic Acids - chemistry | Molecular Structure | Catalysis | Sulfones - chemical synthesis | Sulfonamides | Pharmaceutical industry | Drugs | Anions | Synthesis | Aromatic compounds | Metalorganic compounds | X-rays | Transformations | Derivatives | Sulfones
gold | sulfonamides | structure elucidation | heterocycles | synthetic methods | SULFUR-DIOXIDE | COMPLEXES | REACTIVITY | SULFONES | CHEMISTRY, MULTIDISCIPLINARY | ARYLBORONIC ACIDS | AMINOSULFONYLATION | BORONIC ACIDS | ARYL | INHIBITORS | Gold - chemistry | Sulfonamides - chemical synthesis | X-Ray Diffraction | Organometallic Compounds - chemistry | Boronic Acids - chemistry | Molecular Structure | Catalysis | Sulfones - chemical synthesis | Sulfonamides | Pharmaceutical industry | Drugs | Anions | Synthesis | Aromatic compounds | Metalorganic compounds | X-rays | Transformations | Derivatives | Sulfones
Journal Article
Angewandte Chemie International Edition, ISSN 1433-7851, 05/2015, Volume 54, Issue 20, pp. 6003 - 6007
Aryl boronic acids can be monofluoromethylated under nickel catalysis. The utility of this method is demonstrated by the monofluoromethylation of a borylated...
monofluoromethylation | nickel | catalysis | radicals | aryl boronic acid | HALIDES | ALPHA-ARYLATION | COPPER-MEDIATED DIFLUOROMETHYLATION | FLUORINATION | BROMIDES | CHEMISTRY, MULTIDISCIPLINARY | IODIDES | CROSS-COUPLING REACTIONS | (2-PYRIDYL)SULFONYL GROUP | SUZUKI REACTIONS | SECONDARY ALKYL CHLORIDES | Hydrocarbons, Fluorinated - chemical synthesis | Nickel - chemistry | Hydrocarbons, Fluorinated - chemistry | Organometallic Compounds - chemistry | Boronic Acids - chemistry | Molecular Structure | Catalysis | Nickel | Drugs | Utilities | Catalysts | Aromatic compounds | Derivatives | Fluorometers | Radicals
monofluoromethylation | nickel | catalysis | radicals | aryl boronic acid | HALIDES | ALPHA-ARYLATION | COPPER-MEDIATED DIFLUOROMETHYLATION | FLUORINATION | BROMIDES | CHEMISTRY, MULTIDISCIPLINARY | IODIDES | CROSS-COUPLING REACTIONS | (2-PYRIDYL)SULFONYL GROUP | SUZUKI REACTIONS | SECONDARY ALKYL CHLORIDES | Hydrocarbons, Fluorinated - chemical synthesis | Nickel - chemistry | Hydrocarbons, Fluorinated - chemistry | Organometallic Compounds - chemistry | Boronic Acids - chemistry | Molecular Structure | Catalysis | Nickel | Drugs | Utilities | Catalysts | Aromatic compounds | Derivatives | Fluorometers | Radicals
Journal Article
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Full Text
Boric Acid: A Highly Efficient Catalyst for Transamidation of Carboxamides with Amines
Organic Letters, ISSN 1523-7060, 06/2012, Volume 14, Issue 12, pp. 3202 - 3205
A novel method of transamidation of carboxamides with amines using catalytic amounts of readily available boric acid under solvent-free conditions has been...
AMIDATIONS | FORMYLATION | SECONDARY CARBOXAMIDES | ACTIVATION | CHEMISTRY, ORGANIC | CONDENSATION | ALDEHYDES | AMIDE BOND FORMATION | AMINOLYSIS | CARBOXYLIC-ACIDS | HYDROCHLORIDE | Amines - chemistry | Amides - chemistry | Molecular Structure | Boric Acids - chemistry | Catalysis | Amination | Organic chemistry | Chemical Sciences
AMIDATIONS | FORMYLATION | SECONDARY CARBOXAMIDES | ACTIVATION | CHEMISTRY, ORGANIC | CONDENSATION | ALDEHYDES | AMIDE BOND FORMATION | AMINOLYSIS | CARBOXYLIC-ACIDS | HYDROCHLORIDE | Amines - chemistry | Amides - chemistry | Molecular Structure | Boric Acids - chemistry | Catalysis | Amination | Organic chemistry | Chemical Sciences
Journal Article
The Journal of Organic Chemistry, ISSN 0022-3263, 03/2012, Volume 77, Issue 6, pp. 2878 - 2884
In this work, an efficient CuSO4-catalyzed S-arylation of thiols with aryl and heteroaryl boronic acids at room temperature is established. This catalytic...
CROSS-COUPLING REACTIONS | ORGANOBORONIC ACIDS | LIGAND-FREE | PHENYLBORONIC ACIDS | CATALYZED C-S | N-CYCLOPROPYLATION | ARYL HALIDES | CHEMISTRY, ORGANIC | SULFUR BOND FORMATION | ARYLBORONIC ACIDS | COPPER CATALYST | Temperature | Oxidants - chemistry | Stereoisomerism | Ligands | Sulfhydryl Compounds - chemistry | Boronic Acids - chemistry | Molecular Structure | Catalysis | Thermal properties | Arylation | Boric acid | Chemical properties | Analysis
CROSS-COUPLING REACTIONS | ORGANOBORONIC ACIDS | LIGAND-FREE | PHENYLBORONIC ACIDS | CATALYZED C-S | N-CYCLOPROPYLATION | ARYL HALIDES | CHEMISTRY, ORGANIC | SULFUR BOND FORMATION | ARYLBORONIC ACIDS | COPPER CATALYST | Temperature | Oxidants - chemistry | Stereoisomerism | Ligands | Sulfhydryl Compounds - chemistry | Boronic Acids - chemistry | Molecular Structure | Catalysis | Thermal properties | Arylation | Boric acid | Chemical properties | Analysis
Journal Article
Chemistry – An Asian Journal, ISSN 1861-4728, 09/2015, Volume 10, Issue 9, pp. 1836 - 1848
The covalent boron–diol interaction enables elaborate design of boronic acid‐based saccharide sensors. Over the last decade, this research topic has been well...
molecular sensors | functionalized polymers | sensors | boronic acid | saccaride sensing | AFFINITY SEPARATION | SACCHARIDES | RECOGNITION | FERROCENE | SILICA PARTICLES | GLYCOPROTEINS | CHEMISTRY, MULTIDISCIPLINARY | ELECTROPHORESIS | GLUCOSE | DERIVATIVES | FLUORESCENCE SENSOR | Animals | Peptides - chemistry | Humans | Models, Molecular | Biosensing Techniques - methods | Electrochemical Techniques - methods | Polymers - chemistry | Boronic Acids - chemistry | Carbohydrates - analysis | Hydrogels - chemistry | Molecular Imprinting - methods
molecular sensors | functionalized polymers | sensors | boronic acid | saccaride sensing | AFFINITY SEPARATION | SACCHARIDES | RECOGNITION | FERROCENE | SILICA PARTICLES | GLYCOPROTEINS | CHEMISTRY, MULTIDISCIPLINARY | ELECTROPHORESIS | GLUCOSE | DERIVATIVES | FLUORESCENCE SENSOR | Animals | Peptides - chemistry | Humans | Models, Molecular | Biosensing Techniques - methods | Electrochemical Techniques - methods | Polymers - chemistry | Boronic Acids - chemistry | Carbohydrates - analysis | Hydrogels - chemistry | Molecular Imprinting - methods
Journal Article