☆ 4.4 Article

Efficient system for facile access to ortho-substituted aryl boronates through palladium-catalysed borylation

TETRAHEDRON LETTERS (2023)

相关参考文献

注意：仅列出部分参考文献，下载原文获取全部文献信息。

Article Chemistry, Multidisciplinary

Cu-mediated vs. Cu-free selective borylation of aryl alkyl sulfones

Mingming Huang et al.

Summary: A Cu-catalysed borylation reaction can achieve high-yield synthesis of arylboronic esters from aryl alkyl sulfones, while selective cleavage of cyclic sulfones can be achieved through Cu-mediated or Cu-free processes to prepare sulfonyl-containing boronate esters.

CHEMICAL COMMUNICATIONS (2022)

添加到收藏夹

Article Chemistry, Multidisciplinary

Exploring steric and electronic parameters of biaryl phosphacycles

Jairus L. Lamola et al.

Summary: The electronic and steric properties of newly developed biaryl phosphacycles were quantified using various experimental and theoretical methods. The study found moderate to good correlations between electronic descriptors derived from P-31-Se-77 coupling constants, C-O stretching frequency, computed bond enthalpies, molecular electrostatic potentials, and the unique steric parameterization studies of phospho-selenides.

NEW JOURNAL OF CHEMISTRY (2022)

添加到收藏夹

Article Chemistry, Inorganic & Nuclear

Designing biaryl phosphacyclic ligands: their characterization and evaluation in palladium-catalyzed Suzuki-Miyaura reactions of aryl bromides and chlorides

Jairus L. Lamola et al.

Summary: Efficient palladium catalyst systems based on stable biaryl phosphacycles and Pd(OAc)(2) are described for Suzuki-Miyaura cross-coupling reactions of aryl bromides and chlorides. Notably, the electronically and sterically diametric biaryl phosphacycles facilitate the coupling of sterically hindered and heterocyclic substrates.

PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS (2022)

添加到收藏夹

Article Chemistry, Organic

Palladium-catalyzed borylation of aryl bromides and chlorides using phosphatrioxa-adamantane ligands

Jairus L. Lamola et al.

Summary: A catalytic system using a combination of Pd(OAc)(2) and electron-deficient phosphatrioxa-adamantane ligands was developed for the borylation of aryl bromides and chlorides. Evaluation of a small library of these ligands provided insights on the preferred steric profile for borylation reactions. The aryl boronate esters were obtained under mild conditions with high yields.

TETRAHEDRON LETTERS (2022)

添加到收藏夹

Article Chemistry, Physical

Palladium-Catalyzed Miyaura Borylation of Overly Crowded Aryl Chlorides Enabled by a Complementary Localized/Remote Steric Bulk of Ligand Chassis

Man Ho Tse et al.

Summary: In this study, a general Pd-catalyzed Miyaura borylation of sterically hindered aryl chlorides was achieved using a tailor-made phosphine ligand. The success of this reaction demonstrated the possibility of coupling highly sterically congested electrophilic partners and showed good functional group compatibility. The ligand-enabled C-B bond formation could provide fundamental knowledge for developing catalyst systems suitable for other highly sterically hindered cross-coupling reactions.

ACS CATALYSIS (2022)

添加到收藏夹

Article Chemistry, Multidisciplinary

NHC induced radical formation via homolytic cleavage of B-B bonds and its role in organic reactions

Laura Kuehn et al.

Summary: This article reports a new borylation methodology that utilizes the homolytic cleavage of the B-B bond to convert bis-NHC adducts into boryl radicals, which can be used for the transformation of substituted aryl iodides and bromides into aryl boronate esters.

CHEMICAL SCIENCE (2022)

添加到收藏夹

Article Chemistry, Multidisciplinary

Base-Free Pd-Catalyzed C-Cl Borylation of Fluorinated Aryl Chlorides

Yudha P. Budiman et al.

Summary: This study presents an efficient catalytic C-Cl borylation method for di-ortho-fluorinated aryl chlorides using a combination of Pd(dba)(2) and SPhos as ligand, conducted under base-free conditions. The resulting aryl boronate products are sensitive to base.

CHEMISTRY-A EUROPEAN JOURNAL (2021)

添加到收藏夹

Article Chemistry, Organic

Improvement in the Palladium-Catalyzed Miyaura Borylation Reaction by Optimization of the Base: Scope and Mechanistic Study

Santiago Barroso et al.

Summary: This study presents an improvement in the preparation of aryl boronic acids and esters, with the use of specific bases allowing for fast reactions at lower temperatures and low palladium loading. Mechanistic studies reveal that the inhibitory effect of carboxylate anions on the catalytic cycle can be minimized by 2-ethyl hexanoate, enabling borylation of a wide range of substrates under mild conditions.

JOURNAL OF ORGANIC CHEMISTRY (2021)

添加到收藏夹

Article Chemistry, Organic

Economical and Readily Accessible Preparation of o,o-Disubstituted Arylboronates through Palladium-Catalyzed Borylation of Haloarenes

Ryoichi Kuwano et al.

Summary: The Miyaura borylation, using the Pd(OAc)(2)-tri(4-methoxyphenyl)phosphine catalyst, offers an efficient method for synthesizing highly congested arylboronates from o,o-disubstituted bromoarenes at 80 degrees C in EtOAc with Cs2CO3 as the base, yielding high conversion rates.

ORGANIC LETTERS (2021)

添加到收藏夹

Article Chemistry, Organic

Synthesis of arylboronates via the Pd-catalyzed desulfitative coupling reaction of sodium arylsulfinates with bis(pinacolato)diboron

Di Qiu et al.

Summary: The desulfitative borylation reaction of sodium arylsulfinates with various diboron derivatives under palladium catalysis allows for the selective formation of C-B bonds to give arylboronates, demonstrating potential practical utility in organic synthesis.

TETRAHEDRON LETTERS (2021)

添加到收藏夹

Article Chemistry, Multidisciplinary

Ni-Catalyzed Borylation of Aryl Sulfoxides

Mingming Huang et al.

Summary: A nickel/N-heterocyclic carbene (NHC) catalytic system has been developed for the borylation of aryl sulfoxides, leading to good yields and selective borylation of unsymmetrical diaryl sulfoxides. The preference for electron-deficient aryl moieties was demonstrated in competition experiments. The selectivity in the Ni-catalyzed borylation of electronically biased unsymmetrical diaryl sulfoxide originates from the oxidative addition step of the catalytic cycle.

CHEMISTRY-A EUROPEAN JOURNAL (2021)

添加到收藏夹

Article Chemistry, Multidisciplinary

An evaluation of palladium-based catalysts for the base-free borylation of alkenyl carboxylates

Gregory Gaube et al.

Summary: The synthesis of organoboron derivatives through Pd-catalyzed Miyaura borylation is a key application of catalytic cross-coupling, with the choice of optimal system heavily reliant on the substrate structure.

NEW JOURNAL OF CHEMISTRY (2021)

添加到收藏夹

Article Chemistry, Multidisciplinary

Evaluation of P-bridged biaryl phosphine ligands in palladium-catalysed Suzuki-Miyaura cross-coupling reactions

Jairus L. Lamola et al.

Summary: A new family of biaryl phosphacyclic ligands have been developed for efficient Suzuki-Miyaura cross-coupling of aryl bromides and chlorides, with successful coupling of sterically hindered and heterocyclic substrates at room temperature.

RSC ADVANCES (2021)

添加到收藏夹

Article Chemistry, Multidisciplinary

ortho-Dialkylamino arylboranes as efficient reagents for difluorocarbene trapping

Egor A. Ilin et al.

CHEMICAL COMMUNICATIONS (2020)

添加到收藏夹

Article Chemistry, Organic

Organoboron chemistry comes to light: Recent advances in photoinduced synthetic approaches to organoboron compounds

Viet D. Nguyen et al.

TETRAHEDRON (2019)

添加到收藏夹

Article Chemistry, Organic

Room temperature Pd(0)/Ad3P-catalyzed coupling reactions of aryl chlorides with bis(pinacolato)diboron

Jie Dong et al.

TETRAHEDRON LETTERS (2019)

添加到收藏夹

Article Chemistry, Multidisciplinary

Stoichiometric and Catalytic Aryl-Cl Activation and Borylation using NHC-stabilized Nickel(0) Complexes

Laura Kuehn et al.

CHEMISTRY-A EUROPEAN JOURNAL (2019)

添加到收藏夹

Article Chemistry, Inorganic & Nuclear

Cross-Coupling and Related Reactions: Connecting Past Success to the Development of New Reactions for the Future

Louis-Charles Campeau et al.

ORGANOMETALLICS (2019)

添加到收藏夹

Article Chemistry, Organic

Copper-catalysed borylation of aryl chlorides

Laura Kuehn et al.

ORGANIC & BIOMOLECULAR CHEMISTRY (2019)

添加到收藏夹

Article Chemistry, Organic

Vinylogous Blaise Reaction: Conceptually New Synthesis of Pyridin-2-ones

H. Surya Prakash Rao et al.

SYNLETT (2018)

添加到收藏夹

Article Chemistry, Multidisciplinary

Room-temperature borylation and one-pot twostep borylation/Suzuki-Miyaura cross-coupling reaction of aryl chlorides

Hong Ji et al.

RSC ADVANCES (2018)

添加到收藏夹

Article Chemistry, Multidisciplinary

Palladium-Catalyzed Decarbonylative Borylation of Carboxylic Acids: Tuning Reaction Selectivity by Computation

Chengwei Liu et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2018)

添加到收藏夹

Article Chemistry, Multidisciplinary

Selective Photocatalytic C-F Borylation of Polyfluoroarenes by Rh/Ni Dual Catalysis Providing Valuable Fluorinated Arylboronate Esters

Ya-Ming Tian et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2018)

添加到收藏夹

Article Chemistry, Physical

Copper-Catalyzed ipso-Borylation of Fluoroarenes

Takashi Niwa et al.

ACS CATALYSIS (2017)

添加到收藏夹

Article Chemistry, Multidisciplinary

Benzoquinoline-based fluoranthene derivatives as electron transport materials for solution-processed red phosphorescent organic light-emitting diodes

So-Ra Park et al.

RSC ADVANCES (2017)

添加到收藏夹

Article Chemistry, Applied

Miyaura Borylation and One-Pot Two-Step Homocoupling of Aryl Chlorides and Bromides under Solvent-Free Conditions

Pavel B. Dzhevakov et al.

ADVANCED SYNTHESIS & CATALYSIS (2016)

添加到收藏夹

Article Chemistry, Multidisciplinary

Preparing (Multi)Fluoroarenes as Building Blocks for Synthesis: Nickel-Catalyzed Borylation of Polyfluoroarenes via C-F Bond Cleavage

Jing Zhou et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2016)

添加到收藏夹

Article Chemistry, Multidisciplinary

Scalable, Metal- and Additive-Free, Photoinduced Borylation of Haloarenes and Quaternary Arylammonium Salts

Adelphe M. Mfuh et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2016)

添加到收藏夹

Article Chemistry, Organic

One-pot Suzuki coupling of aromatic amines via visible light photocatalyzed metal free borylation using t-BuONO at room temperature

Sabir Ahammed et al.

TETRAHEDRON LETTERS (2016)

添加到收藏夹

Article Chemistry, Organic

Metal-free borylation of electron-rich aryl (pseudo)halides under continuous-flow photolytic conditions

Kai Chen et al.

ORGANIC CHEMISTRY FRONTIERS (2016)

添加到收藏夹

Article Chemistry, Physical

Base-Free Palladium-Catalyzed Borylation of Aryl Chlorides with Diborons

Yutaro Yamamoto et al.

CHEMCATCHEM (2016)

添加到收藏夹

Article Chemistry, Multidisciplinary

Zinc-Catalyzed Dual C-X and C-H Borylation of Aryl Halides

Shubhankar Kumar Bose et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2015)

添加到收藏夹

Article Chemistry, Multidisciplinary

Ni/Cu-Catalyzed Defluoroborylation of Fluoroarenes for Diverse C-F Bond Functionalizations

Takashi Niwa et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2015)

添加到收藏夹

Article Chemistry, Organic

Gorlos-Phos for palladium-catalyzed borylation of aryl chlorides

Pengbin Li et al.

ORGANIC & BIOMOLECULAR CHEMISTRY (2014)

添加到收藏夹

Article Chemistry, Organic

Efficient Synthesis of Aryl Boronates via Zinc-Catalyzed Cross-Coupling of Alkoxy Diboron Reagents with Aryl Halides at Room Temperature

Shubhankar Kumar Bose et al.

ORGANIC LETTERS (2014)

添加到收藏夹

Review Chemistry, Multidisciplinary

A decade advancement of transition metal-catalyzed borylation of aryl halides and sulfonates

Wing Kin Chow et al.

RSC ADVANCES (2013)

添加到收藏夹

Article Chemistry, Applied

Metal-Free, Visible Light-Induced Borylation of Aryldiazonium Salts: A Simple and Green Synthetic Route to Arylboronates

Jian Yu et al.

ADVANCED SYNTHESIS & CATALYSIS (2012)

添加到收藏夹

Review Chemistry, Multidisciplinary

Palladium-Catalyzed Cross-Coupling: A Historical Contextual Perspective to the 2010 Nobel Prize

Carin C. C. Johansson Seechurn et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2012)

添加到收藏夹

Editorial Material Chemistry, Physical

Sterically Demanding Aryl Chlorides: No Longer a Problem for Borylations

Christopher M. Vogels et al.

CHEMCATCHEM (2012)

添加到收藏夹

Article Chemistry, Multidisciplinary

Palladium-catalyzed monoselective C-H borylation of acetanilides under acidic conditions

Bin Xiao et al.

CHEMICAL COMMUNICATIONS (2012)

添加到收藏夹

Article Chemistry, Organic

Scope of the Two-Step, One-Pot Palladium-Catalyzed Borylation/Suzuki Cross-Coupling Reaction Utilizing Bis-Boronic Acid

Gary A. Molander et al.

JOURNAL OF ORGANIC CHEMISTRY (2012)

添加到收藏夹

Article Chemistry, Multidisciplinary

Highly efficient carbazolyl-derived phosphine ligands: application to sterically hindered biaryl couplings

Sheung Chun To et al.

CHEMICAL COMMUNICATIONS (2011)

添加到收藏夹

Article Chemistry, Multidisciplinary

Borylation of Aryl and Alkenyl Carbamates through Ni-Catalyzed C-O Activation

Kun Huang et al.

CHEMISTRY-A EUROPEAN JOURNAL (2011)

添加到收藏夹

Article Chemistry, Organic

Rapid synthesis of bis(hetero)aryls by one-pot Masuda borylation-Suzuki coupling sequence and its application to concise total syntheses of meridianins A and G

Eugen Merkul et al.

ORGANIC & BIOMOLECULAR CHEMISTRY (2011)

添加到收藏夹

Article Chemistry, Organic

Efficient Monophosphorus Ligands for Palladium-Catalyzed Miyaura Borylation

Wenjun Tang et al.

ORGANIC LETTERS (2011)

添加到收藏夹

Article Chemistry, Organic

NiCl2(PMe3)2-Catalyzed Borylation of Aryl Chlorides

Tetsuya Yamamoto et al.

ORGANIC LETTERS (2011)

添加到收藏夹

Article Chemistry, Inorganic & Nuclear

Palladium-Catalyzed Hydrometalation and Bismetalation of Biphenylene

Takanori Matsuda et al.

ORGANOMETALLICS (2011)

添加到收藏夹

Article Chemistry, Applied

Cyclopalladated Ferrocenylimine as Efficient Catalyst for the Syntheses of Arylboronate Esters

Lianhui Wang et al.

ADVANCED SYNTHESIS & CATALYSIS (2010)

添加到收藏夹

Article Chemistry, Multidisciplinary

Direct Conversion of Arylamines to Pinacol Boronates: A Metal-Free Borylation Process

Fanyang Mo et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2010)

添加到收藏夹

Article Chemistry, Multidisciplinary

Ortho-C-H borylation of benzoate esters with bis(pinacolato)diboron catalyzed by iridium-phosphine complexes

Tatsuo Ishiyama et al.

CHEMICAL COMMUNICATIONS (2010)

添加到收藏夹

Review Chemistry, Multidisciplinary

C-H Activation for the Construction of C-B Bonds

Ibraheem A. I. Mkhalid et al.

CHEMICAL REVIEWS (2010)

添加到收藏夹

Review Chemistry, Multidisciplinary

Sterically demanding trialkylphosphines for palladium-catalyzed cross coupling reactions-alternatives to PtBu3

Christoph A. Fleckenstein et al.

CHEMICAL SOCIETY REVIEWS (2010)

添加到收藏夹

Article Chemistry, Organic

Tetra-ortho-Substituted Biaryls through Palladium-Catalyzed Suzuki-Miyaura Couplings with a Diaminochlorophosphine Ligand

Lutz Ackermann et al.

ORGANIC LETTERS (2010)

添加到收藏夹

Article Chemistry, Inorganic & Nuclear

Mechanism of the Palladium-Catalyzed Borylation of Aryl Halides with Pinacolborane

King Chung Lam et al.

ORGANOMETALLICS (2010)

添加到收藏夹

Article Chemistry, Multidisciplinary

A Facile Route to Aryl Boronates: Room-Temperature, Copper-Catalyzed Borylation of Aryl Halides with Alkoxy Diboron Reagents

Christian Kleeberg et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2009)

添加到收藏夹

Review Chemistry, Multidisciplinary

Palladium-Catalyzed Suzuki-Miyaura Cross-Coupling Reactions Employing Dialkylbiaryl Phosphine Ligands

Ruben Martin et al.

ACCOUNTS OF CHEMICAL RESEARCH (2008)

添加到收藏夹

Review Chemistry, Multidisciplinary

Evolution of a Fourth Generation Catalyst for the Amination and Thioetherification of Aryl Halides

John F. Hartwig

ACCOUNTS OF CHEMICAL RESEARCH (2008)

添加到收藏夹

Review Chemistry, Multidisciplinary

The Development of Versatile Methods for Palladium-Catalyzed Coupling Reactions of Aryl Electrophiles through the Use of P(t-Bu)3 and PCy3 as Ligands

Gregory C. Fu

ACCOUNTS OF CHEMICAL RESEARCH (2008)

添加到收藏夹

Article Chemistry, Organic

Total synthesis of norbadione A

Yann Bourdreux et al.

JOURNAL OF ORGANIC CHEMISTRY (2008)

添加到收藏夹

Article Chemistry, Organic

An improved system for the palladium-catalyzed borylation of aryl halides with pinacol borane

Kelvin L. Billingsley et al.

JOURNAL OF ORGANIC CHEMISTRY (2008)

添加到收藏夹

Article Chemistry, Multidisciplinary

Palladium-catalyzed borylation of aryl chlorides: Scope, applications, and computational studies

Kelvin L. Billingsley et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2007)

添加到收藏夹

Article Chemistry, Organic

Efficient synthesis of isoplagiochin D, a macrocyclic bis(bibenzyls), by utilizing an intramolecular Suzuki-Miyaura reaction

T Esumi et al.

TETRAHEDRON LETTERS (2004)

添加到收藏夹

Article Chemistry, Multidisciplinary

Room temperature borylation of arenes and heteroarenes using stoichiometric amounts of pinacolborane catalyzed by iridium complexes in an inert solvent

T Ishiyama et al.

CHEMICAL COMMUNICATIONS (2003)

添加到收藏夹

Article Chemistry, Organic

Solvent-free, microwave-assisted synthesis of thiophene oligomers via Suzuki coupling

M Melucci et al.

JOURNAL OF ORGANIC CHEMISTRY (2002)

添加到收藏夹

Article Chemistry, Organic

The first total synthesis and neurotrophic activity of clusiparalicoline A, a prenylated and geranylated biaryl from Clusia paralicola

S Takaoka et al.

TETRAHEDRON LETTERS (2002)

添加到收藏夹

Review Chemistry, Multidisciplinary

Palladium-catalyzed cross-coupling reaction of bis(pinacolato)diboron with 1-alkenyl halides or triflates: Convenient synthesis of unsymmetrical 1,3-dienes via the borylation-coupling sequence

J Takagi et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2002)

添加到收藏夹

Article Chemistry, Organic

A Suzuki coupling based route to 2,2′-bis(2-indenyl)biphenyl derivatives

EG IJpeij et al.

JOURNAL OF ORGANIC CHEMISTRY (2002)

添加到收藏夹

Article Chemistry, Organic

Synthesis of pinacol arylboronates via cross-coupling reaction of bis(pinacolato)diboron with chloroarenes catalyzed by palladium(0)-tricyclohexylphosphine complexes

T Ishiyama et al.

TETRAHEDRON (2001)

添加到收藏夹

Article Chemistry, Organic

Palladium-catalyzed borylation of ortho-substituted phenyl halides and application to the one-pot synthesis of 2,2′-disubstituted biphenyls

O Baudoin et al.

JOURNAL OF ORGANIC CHEMISTRY (2000)

添加到收藏夹

Article Chemistry, Organic

Convenient iterative synthesis of an octameric tetracarboxylate-functionalized oligophenylene rod with divergent end groups

MW Read et al.

ORGANIC LETTERS (2000)

添加到收藏夹

© Peeref 2019-2024. All rights reserved.