Selection of boron reagents for Suzuki–Miyaura coupling

Transmetalation in the Suzuki-Miyaura Coupling: The Fork in the Trail

(2013) Alastair J. J. Lennox et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Regio- and Enantioselective Copper(I)-Catalyzed Hydroboration of Borylalkenes: Asymmetric Synthesis of 1,1-Diborylalkanes

(2013) Xinhui Feng et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Iron-Catalyzed, Atom-Economical, Chemo- and Regioselective Alkene Hydroboration with Pinacolborane

(2013) Lei Zhang et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Anthranilamide-masked o-Iodoarylboronic Acids as Coupling Modules for Iterative Synthesis of ortho-Linked Oligoarenes

(2013) Masashi Koyanagi et al.   CHEMISTRY LETTERS

ExceptionallyE- and β-Selective NHC-Cu-Catalyzed Proto-Silyl Additions to Terminal Alkynes and Site- and Enantioselective Proto-Boryl Additions to the Resulting Vinylsilanes: Synthesis of Enantiomerically Enriched Vicinal and Geminal Borosilanes

(2013) Fanke Meng et al.   CHEMISTRY-A EUROPEAN JOURNAL

Mild Copper-Mediated Fluorination of Aryl Stannanes and Aryl Trifluoroborates

(2013) Yingda Ye et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Catalytic Dehydrogenative Borylation of Terminal Alkynes by a SiNN Pincer Complex of Iridium

(2013) Chun-I Lee et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Pd-Catalyzed Aldehyde to Ester Conversion: A Hydrogen Transfer Approach

(2013) Brittany A. Tschaen et al.   ORGANIC LETTERS

NHC–Cu-Catalyzed Protoboration of Monosubstituted Allenes. Ligand-Controlled Site Selectivity, Application to Synthesis and Mechanism

(2013) Fanke Meng et al.   ORGANIC LETTERS

Preparation of Organotrifluoroborate Salts: Precipitation-Driven Equilibrium under Non-Etching Conditions

(2012) Alastair J. J. Lennox et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

A General Solution for the 2-Pyridyl Problem

(2012) Graham R. Dick et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Suzuki reactions of extended scope: the ‘9-MeO-9-BBN variant’ as a complementary format for cross-coupling

(2012) Günter Seidel et al.   CHEMICAL COMMUNICATIONS

Suzuki–Miyaura Cross-Coupling of Potassium Alkoxyethyltrifluoroborates: Access to Aryl/Heteroarylethyloxy Motifs

(2012) Nicolas Fleury-Brégeot et al.   JOURNAL OF ORGANIC CHEMISTRY

Comparison of Arylboron-Based Nucleophiles in Ni-Catalyzed Suzuki–Miyaura Cross-Coupling with Aryl Mesylates and Sulfamates

(2012) Na Zhang et al.   JOURNAL OF ORGANIC CHEMISTRY

Nitrosation of Aryl and Heteroaryltrifluoroborates with Nitrosonium Tetrafluoroborate

(2012) Gary A. Molander et al.   JOURNAL OF ORGANIC CHEMISTRY

Palladium-Catalyzed Borylation of Primary Alkyl Bromides

(2012) Amruta Joshi-Pangu et al.   JOURNAL OF ORGANIC CHEMISTRY

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

(2012) Gary A. Molander et al.   JOURNAL OF ORGANIC CHEMISTRY

Synthesis of Pinacol Arylboronates from Aromatic Amines: A Metal-Free Transformation

(2012) Di Qiu et al.   JOURNAL OF ORGANIC CHEMISTRY

Organotrifluoroborate Hydrolysis: Boronic Acid Release Mechanism and an Acid–Base Paradox in Cross-Coupling

(2012) Alastair J. J. Lennox et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Ruthenium Catalyzed Hydroboration of Terminal Alkynes to Z-Vinylboronates

(2012) Chidambaram Gunanathan et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Scope of the Palladium-Catalyzed Aryl Borylation Utilizing Bis-Boronic Acid

(2012) Gary A. Molander et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

A General Method for Suzuki–Miyaura Coupling Reactions Using Lithium Triisopropyl Borates

(2012) Matthias A. Oberli et al.   ORGANIC LETTERS

Palladium-Catalyzed Borylation of Aryl and Heteroaryl Halides Utilizing Tetrakis(dimethylamino)diboron: One Step Greener

(2012) Gary A. Molander et al.   ORGANIC LETTERS

A C–H Borylation Approach to Suzuki–Miyaura Coupling of Typically Unstable 2–Heteroaryl and Polyfluorophenyl Boronates

(2012) Daniel W. Robbins et al.   ORGANIC LETTERS

A Perspective on Direct Electrophilic Arene Borylation

(2012) Michael Ingleson   SYNLETT

Lithium trihydroxy/triisopropoxy-2-pyridylborate salts (LTBS): synthesis, isolation, and use in modified Suzuki–Miyaura cross-coupling reactions

(2012) Kuanchiang Chen et al.   TETRAHEDRON LETTERS

Borylation and Silylation of C–H Bonds: A Platform for Diverse C–H Bond Functionalizations

(2011) John F. Hartwig   ACCOUNTS OF CHEMICAL RESEARCH

Total Synthesis of Synechoxanthin through Iterative Cross-Coupling

(2011) Seiko Fujii et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

NHC-Cu-Catalyzed Enantioselective Hydroboration of Acyclic and Exocyclic 1,1-Disubstituted Aryl Alkenes

(2011) Rosa Corberán et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Simple inexpensive boron electrophiles for direct arene borylation

(2011) Alessandro Del Grosso et al.   CHEMICAL COMMUNICATIONS

Suzuki–Miyaura Cross Coupling Reactions of B-Allenyl-9-BBN

(2011) Karin Radkowski et al.   CHEMISTRY LETTERS

Kinetic Data for the Transmetalation/Reductive Elimination in Palladium-Catalyzed Suzuki-Miyaura Reactions: Unexpected Triple Role of Hydroxide Ions Used as Base

(2011) Christian Amatore et al.   CHEMISTRY-A EUROPEAN JOURNAL

A Ring-Closing Metathesis (RCM)-Based Approach to Mycolactones A/B

(2011) Philipp Gersbach et al.   CHEMISTRY-A EUROPEAN JOURNAL

Ligand-free Suzuki-Miyaura Cross-Coupling Reactions of Aryltriazenes with Arylboronic Acids

(2011) Guangming Nan et al.   CHINESE JOURNAL OF CHEMISTRY

A Method for the Deprotection of Alkylpinacolyl Boronate Esters

(2011) Jing Sun et al.   JOURNAL OF ORGANIC CHEMISTRY

Metal-Free Chlorodeboronation of Organotrifluoroborates

(2011) Gary A. Molander et al.   JOURNAL OF ORGANIC CHEMISTRY

Distinguishing Between Pathways for Transmetalation in Suzuki−Miyaura Reactions

(2011) Brad P. Carrow et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Pinene-Derived Iminodiacetic Acid (PIDA): A Powerful Ligand for Stereoselective Synthesis and Iterative Cross-Coupling of C(sp3) Boronate Building Blocks

(2011) Junqi Li et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Highly Selective Methods for Synthesis of Internal (α-) Vinylboronates through Efficient NHC–Cu-Catalyzed Hydroboration of Terminal Alkynes. Utility in Chemical Synthesis and Mechanistic Basis for Selectivity

(2011) Hwanjong Jang et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Copper-Catalyzed β-Boration of α,β-Unsaturated Carbonyl Compounds with Tetrahydroxydiborane

(2011) Gary A. Molander et al.   ORGANIC LETTERS

Anthranilamide: A Simple, Removableortho-Directing Modifier for Arylboronic Acids Serving also as a Protecting Group in Cross-Coupling Reactions

(2011) Hideki Ihara et al.   ORGANIC LETTERS

Role of a base in Suzuki-Miyaura reaction

(2011) A. F. Schmidt et al.   RUSSIAN JOURNAL OF GENERAL CHEMISTRY

Double-coupling of dibromo arenes with aryltriolborates for synthesis of diaryl-substituted planar frameworks

(2011) Gao-Qiang Li et al.   TETRAHEDRON

Palladium-catalyzed Suzuki–Miyaura cross-coupling reaction of potassium 2-pyridyl trifluoroborate with aryl (heteroaryl) halides

(2011) Wei Ren et al.   TETRAHEDRON

Iron trichloride promoted hydrolysis of potassium organotrifluoroborates

(2011) David W. Blevins et al.   TETRAHEDRON LETTERS

Nucleophilicity parameters for designing transition metal-free C–C bond forming reactions of organoboron compounds

(2011) Guillaume Berionni et al.   Chemical Science

A Practical Guide for Estimating Rates of Heterolysis Reactions†

(2010) Nicolas Streidl et al.   ACCOUNTS OF CHEMICAL RESEARCH

Toward a Continuous-Flow Synthesis of Boscalid®

(2010) Toma N. Glasnov et al.   ADVANCED SYNTHESIS & CATALYSIS

A Simple and General Platform for Generating Stereochemically Complex Polyene Frameworks by Iterative Cross-Coupling

(2010) Suk Joong Lee et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Total Synthesis and Structural Reassignment of (+)-Dictyosphaeric Acid A: A Tandem Intramolecular Michael Addition/Alkene Migration Approach

(2010) Alan R. Burns et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Factors Determining the Selection of Organic Reactions by Medicinal Chemists and the Use of These Reactions in Arrays (Small Focused Libraries)

(2010) Tony W. J. Cooper et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Aryl Trifluoroborates in Suzuki-Miyaura Coupling: The Roles of Endogenous Aryl Boronic Acid and Fluoride

(2010) Mike Butters et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

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

(2010) Fanyang Mo et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Base free aryl coupling of diazonium compounds and boronic esters: self-activation allowing an overall highly practical process

(2010) Hélène Bonin et al.   CHEMICAL COMMUNICATIONS

Highly effective alternative aryl trihydroxyborate salts for a ligand-free, on-water Suzuki–Miyaura coupling reaction

(2010) Basudeb Basu et al.   GREEN CHEMISTRY

The Slow-Release Strategy in Suzuki-Miyaura Coupling

(2010) Alastair J. J. Lennox et al.   ISRAEL JOURNAL OF CHEMISTRY

Oxidation of Organotrifluoroborates via Oxone

(2010) Gary A. Molander et al.   JOURNAL OF ORGANIC CHEMISTRY

Stereoretentive Suzuki−Miyaura Coupling of Haloallenes Enables Fully Stereocontrolled Access to (−)-Peridinin

(2010) Eric M. Woerly et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Differentially Protected Diboron for Regioselective Diboration of Alkynes: Internal-Selective Cross-Coupling of 1-Alkene-1,2-diboronic Acid Derivatives

(2010) Noriyuki Iwadate et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Palladium-Catalyzed, Direct Boronic Acid Synthesis from Aryl Chlorides: A Simplified Route to Diverse Boronate Ester Derivatives

(2010) Gary A. Molander et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

A New Palladium Precatalyst Allows for the Fast Suzuki−Miyaura Coupling Reactions of Unstable Polyfluorophenyl and 2-Heteroaryl Boronic Acids

(2010) Tom Kinzel et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Total Synthesis of Fostriecin: Via a Regio- and Stereoselective Polyene Hydration, Oxidation, and Hydroboration Sequence

(2010) Dong Gao et al.   ORGANIC LETTERS

Chemoselective Bromodeboronation of Organotrifluoroborates Using Tetrabutylammonium Tribromide: Application in (Z)-Dibromoalkene Syntheses

(2010) Min-Liang Yao et al.   ORGANIC LETTERS

General Method for Synthesis of 2-HeterocyclicN-Methyliminodiacetic Acid Boronates

(2010) Graham R. Dick et al.   ORGANIC LETTERS

Ethynyl MIDA boronate: a readily accessible and highly versatile building block for small molecule synthesis

(2010) Justin R. Struble et al.   TETRAHEDRON

Recent Applications of Palladium-Catalyzed Coupling Reactions in the Pharmaceutical, Agrochemical, and Fine Chemical Industries

(2009) Christian Torborg et al.   ADVANCED SYNTHESIS & CATALYSIS

Asymmetric Hydroboration of 1,1-Disubstituted Alkenes

(2009) Stephen P. Thomas et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Devising Boron Reagents for Orthogonal Functionalization through Suzuki-Miyaura Cross-Coupling

(2009) Mamoru Tobisu et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Organotrifluoroborates and Monocoordinated Palladium Complexes as Catalysts—A Perfect Combination for Suzuki–Miyaura Coupling

(2009) Gary A. Molander et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Controlled Iterative Cross-Coupling: On the Way to the Automation of Organic Synthesis

(2009) Congyang Wang et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Bis(imidazoline-2-thione)–copper(i) catalyzed regioselective boron addition to internal alkynes

(2009) Hye Ryung Kim et al.   CHEMICAL COMMUNICATIONS

Introduction of Allyl and Prenyl Side-Chains into Aromatic Systems by Suzuki Cross-Coupling Reactions

(2009) Darío C. Gerbino et al.   EUROPEAN JOURNAL OF ORGANIC CHEMISTRY

Efficient Hydrolysis of Organotrifluoroborates via Silica Gel and Water

(2009) Gary A. Molander et al.   JOURNAL OF ORGANIC CHEMISTRY

Scope of the Suzuki−Miyaura Cross-Coupling Reaction of Potassium Trifluoroboratoketohomoenolates

(2009) Gary A. Molander et al.   JOURNAL OF ORGANIC CHEMISTRY

A General Solution for Unstable Boronic Acids: Slow-Release Cross-Coupling from Air-Stable MIDA Boronates

(2009) David M. Knapp et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Easily Attachable and Detachableortho-Directing Agent for Arylboronic Acids in Ruthenium-Catalyzed Aromatic C−H Silylation

(2009) Hideki Ihara et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Utilization of Potassium Vinyltrifluoroborate in the Development of a 1,2-Dianion Equivalent

(2009) Gary A. Molander et al.   ORGANIC LETTERS

Condensation Reactions To Form Oxazoline-Substituted Potassium Organotrifluoroborates

(2009) Gary A. Molander et al.   ORGANIC LETTERS

Synthesis of B-Protected β-Styrylboronic Acids via Iridium-Catalyzed Hydroboration of Alkynes with 1,8-Naphthalenediaminatoborane Leading to Iterative Synthesis of Oligo(phenylenevinylene)s

(2009) Noriyuki Iwadate et al.   ORGANIC LETTERS

Improved method for the conversion of pinacolboronic esters into trifluoroborate salts: facile synthesis of chiral secondary and tertiary trifluoroborates

(2009) Viktor Bagutski et al.   TETRAHEDRON

Thermal and microwave hydrolysis of organotrifluoroborates mediated by alumina

(2009) George W. Kabalka et al.   TETRAHEDRON LETTERS

Triolborates: water-soluble complexes of arylboronic acids as precursors to iodoarenes

(2009) Murthy R. Akula et al.   TETRAHEDRON LETTERS

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

(2008) Ruben Martin et al.   ACCOUNTS OF CHEMICAL RESEARCH

A General and Efficient Method for the Suzuki–Miyaura Coupling of 2-Pyridyl Nucleophiles

(2008) Kelvin L. Billingsley et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Design and synthesis of benzo-lipoxin A4 analogs with enhanced stability and potent anti-inflammatory properties

(2008) Nicos A. Petasis et al.   BIOORGANIC & MEDICINAL CHEMISTRY LETTERS

Rhodium catalysed dehydrogenative borylation of alkenes: Vinylboronates via C–H activation

(2008) Ibraheem A. I. Mkhalid et al.   DALTON TRANSACTIONS

Suzuki–Miyaura Cross-Coupling Reactions of Alkylboronic Acid Derivatives or Alkyltrifluoroborates with Aryl, Alkenyl or Alkyl Halides and Triflates

(2008) Henri Doucet   EUROPEAN JOURNAL OF ORGANIC CHEMISTRY

Cross-Coupling of Cyclopropyl- and Cyclobutyltrifluoroborates with Aryl and Heteroaryl Chlorides

(2008) Gary A. Molander et al.   JOURNAL OF ORGANIC CHEMISTRY

Functionalization of Organotrifluoroborates: Reductive Amination

(2008) Gary A. Molander et al.   JOURNAL OF ORGANIC CHEMISTRY

Scope of Aminomethylations via Suzuki−Miyaura Cross-Coupling of Organotrifluoroborates

(2008) Gary A. Molander et al.   JOURNAL OF ORGANIC CHEMISTRY

Synthesis of masked haloareneboronic acids via iridium-catalyzed aromatic C–H borylation with 1,8-naphthalenediaminatoborane (danBH)

(2008) Noriyuki Iwadate et al.   JOURNAL OF ORGANOMETALLIC CHEMISTRY

9-Borabicyclo[3.3.2]decanes and the Asymmetric Hydroboration of 1,1-Disubstituted Alkenes

(2008) Ana Z. Gonzalez et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Orthogonal Reactivity in Boryl-Substituted Organotrifluoroborates

(2008) Gary A. Molander et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Multistep Synthesis of Complex Boronic Acids from Simple MIDA Boronates

(2008) Eric P. Gillis et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Preparation of Potassium Alkoxymethyltrifluoroborates and Their Cross-Coupling with Aryl Chlorides

(2008) Gary A. Molander et al.   ORGANIC LETTERS

Differentially Protected Benzenediboronic Acids:  Divalent Cross-Coupling Modules for the Efficient Synthesis of Boron-Substituted Oligoarenes

(2008) Hiroyoshi Noguchi et al.   ORGANIC LETTERS

Copper-Facilitated Suzuki Reactions: Application to 2-Heterocyclic Boronates

(2008) James Z. Deng et al.   ORGANIC LETTERS

The effect of N-heterocyclic carbene ligands in the palladium-catalyzed cross-coupling reaction of K[C6F5BF3] with aryl iodides and aryl bromides

(2008) Nicolay Yu. Adonin et al.   TETRAHEDRON

Vinyl MIDA boronate: a readily accessible and highly versatile building block for small molecule synthesis

(2008) Brice E. Uno et al.   TETRAHEDRON

Cyclic Triolborates: Air- and Water-Stable Ate Complexes of Organoboronic Acids

(2007) Yasunori Yamamoto et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Simple, Efficient, and Modular Syntheses of Polyene Natural Products via Iterative Cross-Coupling

(2007) Suk Joong Lee et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY