Iridium-catalysed borylation of sterically hindered C(sp³)-H bonds: remarkable rate acceleration by a catalytic amount of potassium tert-butoxide.

No abstract is available for this paper.

• Publication year

  2014

• Venue

  Chemical Communications

• Publication date

  2014-05-20

• Fields of study

  Medicine, Chemistry

• Identifiers
  DOI 10.1039/c4cc01262cPMID 24798257
• 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.

• Iridium-catalyzed diborylation of benzylic C–H bonds directed by a hydrosilyl group: synthesis of 1,1-benzyldiboronate esters

  2014cited by this paper
• Zinc-catalyzed borylation of primary, secondary and tertiary alkyl halides with alkoxy diboron reagents at room temperature.

  2014cited by this paper
• Copper(I)-catalyzed borylative exo-cyclization of alkenyl halides containing unactivated double bond.

  2013cited by this paper
• Iridium-catalyzed borylation of secondary benzylic C-H bonds directed by a hydrosilane.

  2013cited by this paper
• Synthesis of primary and secondary alkylboronates through site-selective C(sp3)-H activation with silica-supported monophosphine-Ir catalysts.

  2013cited by this paper
• Functionalization of tetraorganosilanes and permethyloligosilanes at a methyl group on silicon via iridium-catalyzed C(sp3)-H borylation

  2013cited by this paper
• Threefold cross-linked polystyrene-triphenylphosphane hybrids: mono-P-ligating behavior and catalytic applications for aryl chloride cross-coupling and C(sp(3))-H borylation.

  2013cited by this paper
• Iridium-catalyzed triple C(sp3)-H borylations: construction of triborylated sp3-carbon centers.

  2013cited by this paper
• Iridium-catalyzed C-H borylation of cyclopropanes.

  2013cited by this paper
• Alkylboronic Esters from Palladium‐ and Nickel‐Catalyzed Borylation of Primary and Secondary Alkyl Bromides

  2012cited by this paper
• Trivalent boron nucleophile as a new tool in organic synthesis: reactivity and asymmetric induction.

  2012cited by this paper
• Nickel-catalyzed coupling reactions of alkyl electrophiles, including unactivated tertiary halides, to generate carbon-boron bonds.

  2012cited by this paper
• Catalytic functionalization of methyl group on silicon: iridium-catalyzed C(sp3)-H borylation of methylchlorosilanes.

  2012cited by this paper
• Alkylboronic esters from copper-catalyzed borylation of primary and secondary alkyl halides and pseudohalides.

  2012cited by this paper
• Spectroscopic and structural characterization of the CyNHC adduct of B2pin2 in solution and in the solid state.

  2012cited by this paper
• Iridium-catalyzed borylation of secondary C-H bonds in cyclic ethers.

  2012cited by this paper
• Copper(I)-catalyzed boryl substitution of unactivated alkyl halides.

  2012cited by this paper
• Rh-catalyzed borylation of N-adjacent C(sp3)-H bonds with a silica-supported triarylphosphine ligand.

  2012cited by this paper
• Pushing the Ir-catalyzed C-H polyborylation of aromatic compounds to maximum capacity by exploiting reversibility.

  2012cited by this paper
• Transition-metal-free diboration reaction by activation of diboron compounds with simple Lewis bases.

  2011cited by this paper
• Structure and reactivity of a preactivated sp2-sp3 diboron reagent: catalytic regioselective boration of α,β-unsaturated conjugated compounds.

  2011cited by this paper
• Metal‐Catalyzed Borylation of CH and CHalogen Bonds of Alkanes, Alkenes, and Arenes for the Synthesis of Boronic Esters

  2011cited by this paper
• C-H activation for the construction of C-B bonds.

  2010cited by this paper
• Building on bortezomib: second-generation proteasome inhibitors as anti-cancer therapy.

  2010cited by this paper
• Metal-free catalytic boration at the beta-position of alpha,beta-unsaturated compounds: a challenging asymmetric induction.

  2010cited by this paper
• A facile route to aryl boronates: room-temperature, copper-catalyzed borylation of aryl halides with alkoxy diboron reagents.

  2009cited by this paper
• Efficient C-B bond formation promoted by N-heterocyclic carbenes: synthesis of tertiary and quaternary B-substituted carbons through metal-free catalytic boron conjugate additions to cyclic and acyclic alpha,beta-unsaturated carbonyls.

  2009cited by this paper
• Functionalization of unactivated alkenes through iridium-catalyzed borylation of carbon-hydrogen bonds. Mechanism and synthetic applications.

  2009cited by this paper
• Iridium-Catalyzed Preparation of Silylboranes by Silane Borylation and Their Use in the Catalytic Borylation of Arenes

  2008cited by this paper
• Selective one-pot carbon-carbon bond formation by catalytic boronation of unactivated cycloalkenes and subsequent coupling.

  2007cited by this paper
• Ruthenium-Catalyzed Hydroboration and Dehydrogenative Borylation of Linear and Cyclic Alkenes with Pinacolborane

  2007cited by this paper
• Ruthenium-catalyzed regiospecific borylation of methyl C-H bonds.

  2006cited by this paper
• Catalytic hydroxylation of polypropylenes.

  2005cited by this paper
• Regiospecific side-chain functionalization of linear low-density polyethylene with polar groups.

  2005cited by this paper
• Regiospecific functionalization of methyl C-H bonds of alkyl groups in reagents with heteroatom functionality.

  2004cited by this paper
• Boronic acid compounds as potential pharmaceutical agents

  2003cited by this paper
• Catalytic Asymmetric Hydroboration: Recent Advances and Applications in Carbon−Carbon Bond‐Forming Reactions

  2003cited by this paper
• Rhodium-catalyzed, regiospecific functionalization of polyolefins in the melt.

  2002cited by this paper
• Formation of Aryl- and Benzylboronate Esters by Rhodium-Catalyzed C-H Bond Functionalization with Pinacolborane.

  2001cited by this paper
• Palladium-Catalyzed Benzylic C–H Borylation of Alkylbenzenes with Bis(pinacolato)diboron or Pinacolborane

  2001cited by this paper
• Thermal, catalytic, regiospecific functionalization of alkanes

  2000cited by this paper
• Catalytic, Regiospecific End-Functionalization of Alkanes: Rhenium-Catalyzed Borylation under Photochemical Conditions.

  1999cited by this paper
• Hydroborations catalysed by transition metal complexes

  1997cited by this paper
• Palladium-Catalyzed Cross-Coupling Reactions of Organoboron Compounds

  1995cited by this paper
• Transition-metal promoted hydroborations of alkenes, emerging methodology for organic transformations

  1991cited by this paper
• Organoboranes. 31. A simple preparation of boronic esters from organolithium reagents and selected trialkoxyboranes

  1983cited by this paper
• Organoboron Compounds, and the Study of Reaction Mechanisms. Primary Aliphatic Boronic Acids1

  1938cited by this paper

• Mapping the Undirected Borylation of C(sp3)-H Bonds in Strained Rings.

  2026cites this paper
• Iridium-Catalyzed Borylation of Strong Alkyl C(sp3)-H Bonds of Sulfonamides Enabled by Triflyl Activation.

  2026cites this paper
• Observed versus Predicted Reactivity, Selectivity, and Mechanism of Iridium Catalysts with Pyridyl Carbene Ligands for the Borylation of C-H Bonds.

  2026cites this paper
• Sterically Congested LLX-Type PNSi Tridentate Ligands for Iridium-Catalyzed C(sp3)-H Borylation.

  2025cites this paper
• Directed Secondary C(sp3)-H Borylation by a Phenoxyimine Iridium Catalyst at Room Temperature.

  2025cites this paper
• 2-Aminophenanthroline Ligands Enable Mild, Undirected, Iridium-Catalyzed Borylation of Alkyl C-H Bonds.

  2024cites this paper
• Catalyst Design for Rh-Catalyzed Arene and Alkane C–H Borylation: The NHC Affects the Induction Period, and Indenyl is Superior to Cp

  2024cites this paper
• Photoinduced C(sp3)-H borylation of alkanes mediated by copper(II) chloride.

  2023cites this paper
• Site‐Selective C(sp3)−H Borylation of 3‐Azabicyclo[3.1.0]hexanes by Cooperative Iridium/Aluminum Catalysis

  2023cites this paper
• Photoelectrochemical oxidative C(sp3)−H borylation of unactivated hydrocarbons

  2023cites this paper
• Transition metal-free visible light photoredox-catalyzed remote C(sp3)−H borylation enabled by 1,5-hydrogen atom transfer

  2023cites this paper
• Copper-Mediated Dehydrogenative C(sp3)–H Borylation of Alkanes

  2023cites this paper
• Iron-Catalyzed C(Sp3)-H Borylation, Thiolation, and Sulfinylation Enabled by Photoinduced Ligand-to-Metal Charge Transfer.

  2023cites this paper
• Iridium-Catalyzed C(sp3)-H Borylation Using Silyl-Bipyridine Pincer Ligands.

  2022cites this paper
• Non‐Directed Functionalization of Distal C (sp 3 ) H Bonds

  2021cites this paper
• Iridium catalyzed sp3 C-H borylation in hydrocarbon solvent enabled by 2,2'-dipyridylarylmethane ligands.

  2020cites this paper
• Effect of Ligand Structure on the Electron Density and Activity of Iridium Catalysts for the Borylation of Alkanes.

  2020cites this paper
• Diverse functionalization of strong alkyl C–H bonds by undirected borylation

  2020cites this paper
• Metal-free photoinduced C(sp3)–H borylation of alkanes

  2020cites this paper
• Iridium-Catalyzed Undirected Homogeneous C–H Borylation Reaction

  2020cites this paper
• Regioselective Functionalization of 9,9-Dimethyl-9-silafluorenes by Borylation, Bromination, and Nitration.

  2019cites this paper
• Boryl-Directed, Ir-Catalyzed C(sp3)-H Borylation of Alkylboronic Acids Leading to Site-Selective Synthesis of Polyborylalkanes.

  2019cites this paper
• Synthesis of 2-alkyl-2-boryl-substituted-tetrahydrofurans via copper(i)-catalysed borylative cyclization of aliphatic ketones.

  2019cites this paper
• meta-Selective C-H Borylation of Benzamides and Pyridines by an Iridium-Lewis Acid Bifunctional Catalyst.

  2019cites this paper
• Amide Effects in C-H Activation: Noncovalent Interactions with L-Shaped Ligand for meta Borylation of Aromatic Amides.

  2018cites this paper
• Utilization of a Trimethylsilyl Group as a Synthetic Equivalent of a Hydroxyl Group via Chemoselective C(sp3)-H Borylation at the Methyl Group on Silicon.

  2017cites this paper
• Noncovalent Interactions in Ir-Catalyzed C-H Activation: L-Shaped Ligand for Para-Selective Borylation of Aromatic Esters.

  2017cites this paper
• Recent advances in catalytic C−H borylation reactions

  2017cites this paper
• A (Borylmethyl)silane Bearing Three Hydrolyzable Groups on Silicon: Synthesis via Iridium-Catalyzed C(sp3)–H Borylation and Conversion to Functionalized Siloxanes

  2016cites this paper
• Iridium-Catalyzed Intramolecular Methoxy C-H Addition to Carbon-Carbon Triple Bonds: Direct Synthesis of 3-Substituted Benzofurans from o-Methoxyphenylalkynes.

  2016cites this paper
• Catalytic Dual 1,1-H-Abstraction/Insertion for Domino Spirocyclizations.

  2015cites this paper
• Nickel-catalyzed borylation of arenes and indoles via C-H bond cleavage.

  2015cites this paper
• Iridium-catalyzed borylation of pyrene: irreversibility and the influence of ligand on selectivity.

  2015cites this paper
• Iridium-Catalyzed Borylation of Primary Benzylic C-H Bonds without a Directing Group: Scope, Mechanism, and Origins of Selectivity.

  2015cites this paper
• Stereodivergent synthesis of arylcyclopropylamines by sequential C-H borylation and Suzuki-Miyaura coupling.

  2015cites this paper
• Iridium‐Catalyzed Borylation of Sterically Hindered C(sp3)—H Bonds: Remarkable Rate Acceleration by a Catalytic Amount of Potassium tert‐Butoxide.

  2014cites this paper
• Allylic sp3 C-H borylation of alkenes via allyl-Pd intermediates: an efficient route to allylboronates.

  2014cites this paper