Decarbonylative Fluoroalkylation at Palladium(II): From Fundamental Organometallic Studies to Catalysis

Rh-Catalyzed General Method for Directed C–H Functionalization via Decarbonylation of in-Situ-Generated Acid Fluorides from Carboxylic Acids

(2021) Bangyue He et al.   ORGANIC LETTERS

Nickel or Palladium‐Catalyzed Decarbonylative Transformation of Carboxylic Acid Derivatives

(2020) Zhenhua Wang et al.   Chemistry-An Asian Journal

Utilizing the CF2H moiety as a H-bond-donating group in drug discovery

(2020) Yossi Zafrani et al.   Future Medicinal Chemistry

Where does the Fluorine come from? A review on the challenges associated with the synthesis of organofluorine compounds.

(2020) Stephane Caron   ORGANIC PROCESS RESEARCH & DEVELOPMENT

Palladium‐Catalyzed Annulation of Acyl Fluorides with Norbornene via Decarbonylation and CO Reinsertion

(2020) Yuka Sakurai et al.   CHEMISTRY-A EUROPEAN JOURNAL

Nickel-Catalyzed Decarbonylative Amination of Carboxylic Acid Esters

(2020) Christian A. Malapit et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Nickel-Catalyzed Decarbonylative Synthesis of Fluoroalkyl Thioethers

(2020) Conor E. Brigham et al.   ACS Catalysis

Redox‐Neutral Decarbonylative Cross‐Couplings Coming of Age

(2019) Qun Zhao et al.   ChemSusChem

Acyl Fluorides in Late Transition-Metal Catalysis

(2019) Yohei Ogiwara et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Acid Fluorides in Transition-Metal Catalysis: A Good Balance between Stability and Reactivity

(2019) Nicolas Blanchard et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Catalytic C−H/C−F Coupling of Azoles and Acyl Fluorides

(2019) Yohei Ogiwara et al.   CHEMISTRY-A EUROPEAN JOURNAL

Nickel-Catalyzed Decarbonylative Stannylation of Acyl Fluorides under Ligand-Free Conditions

(2019) Xiu Wang et al.   MOLECULES

Nickel-Catalyzed Decarbonylative Cyanation of Acyl Chlorides

(2019) Zhenhua Wang et al.   ORGANIC LETTERS

Synthesis of Arylstannanes via Palladium‐Catalyzed Decarbonylative Coupling of Aroyl Fluorides

(2019) Muzaffar Kayumov et al.   ADVANCED SYNTHESIS & CATALYSIS

Mechanism and Scope of Nickel-Catalyzed Decarbonylative Borylation of Carboxylic Acid Fluorides

(2019) Christian A. Malapit et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Scalable, Economical, and Practical Synthesis of 4-(Difluoromethyl)pyridin-2-amine, a Key Intermediate for Lipid Kinase Inhibitors

(2019) Denise Rageot et al.   ORGANIC PROCESS RESEARCH & DEVELOPMENT

Decarbonylative Cross-Couplings: Nickel Catalyzed Functional Group Interconversion Strategies for the Construction of Complex Organic Molecules

(2018) Lin Guo et al.   ACCOUNTS OF CHEMICAL RESEARCH

Palladium-Catalyzed Decarbonylative Trifluoromethylation of Acid Fluorides

(2018) Sinead T. Keaveney et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

N -Acyl-Glutarimides: Privileged Scaffolds in Amide N-C Bond Cross-Coupling

(2018) Guangrong Meng et al.   EUROPEAN JOURNAL OF ORGANIC CHEMISTRY

Visible Light-Mediated Decarboxylative Alkylation of Pharmaceutically Relevant Heterocycles

(2018) Alexandra C. Sun et al.   ORGANIC LETTERS

Palladium-Catalyzed Reductive Conversion of Acyl Fluorides via Ligand-Controlled Decarbonylation

(2018) Yohei Ogiwara et al.   ORGANIC LETTERS

From C1 to C2 : TMSCF3 as a Precursor for Pentafluoroethylation

(2018) Qiqiang Xie et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Anion-Initiated Trifluoromethylation by TMSCF3: Deconvolution of the Siliconate–Carbanion Dichotomy by Stopped-Flow NMR/IR

(2018) Craig P. Johnston et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Palladium-Catalyzed Decarbonylative Difluoromethylation of Acid Chlorides at Room Temperature

(2018) Fei Pan et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Base-free nickel-catalysed decarbonylative Suzuki–Miyaura coupling of acid fluorides

(2018) Christian A. Malapit et al.   NATURE

Precatalyst Effects on Pd-Catalyzed Cross-Coupling Difluoromethylation of Aryl Boronic Acids

(2018) Kaishi Hori et al.   ACS Catalysis

Iridium-catalyzed Decarbonylative Coupling of Acyl Fluorides with Arenes and Heteroarenes via C-H Activation

(2018) Shun Sakurai et al.   CHEMISTRY LETTERS

Difluoromethyl Bioisostere: Examining the “Lipophilic Hydrogen Bond Donor” Concept

(2017) Yossi Zafrani et al.   JOURNAL OF MEDICINAL CHEMISTRY

CF2H, a Hydrogen Bond Donor

(2017) Chanan D. Sessler et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Chlorodifluoromethane-triggered formation of difluoromethylated arenes catalysed by palladium

(2017) Zhang Feng et al.   Nature Chemistry

Copper-Mediated Synthesis of Monofluoro Aryl Acetates via Decarboxylative Cross-Coupling

(2017) Rylan Lundgren et al.   SYNLETT

Palladium Catalysis Enables Benzylation of α,α-Difluoroketone Enolates

(2016) Ming-Hsiu Yang et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Mechanistic Aspects of Copper-Catalyzed Decarboxylative Coupling Reactions of (Hetero)Aryl Carboxylic Acids

(2016) Jessica M. Hoover   COMMENTS ON INORGANIC CHEMISTRY

Direct Difluoromethylenation of Carbonyl Compounds by Using TMSCF3: The Right Conditions

(2016) Sankarganesh Krishnamoorthy et al.   EUROPEAN JOURNAL OF ORGANIC CHEMISTRY

Mechanism of Pd-Catalyzed Decarbonylation of Biomass-Derived Hydrocinnamic Acid to Styrene following Activation as an Anhydride

(2016) Manuel A. Ortuño et al.   INORGANIC CHEMISTRY

Direct Difluoromethylation of Aryl Halides via Base Metal Catalysis at Room Temperature

(2016) Long Xu et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Ambient Decarboxylative Arylation of Malonate Half-Esters via Oxidative Catalysis

(2016) Patrick J. Moon et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Copper-Catalyzed Difluoromethylation of Aryl Iodides with (Difluoromethyl)zinc Reagent

(2016) Hiroki Serizawa et al.   ORGANIC LETTERS

Pre-transmetalation intermediates in the Suzuki-Miyaura reaction revealed: The missing link

(2016) A. A. Thomas et al.   SCIENCE

Metal-Catalyzed Decarboxylative Fluoroalkylation Reactions

(2016) Ryan Altman et al.   SYNLETT

Ligand-Controlled Regiodivergent Palladium-Catalyzed Decarboxylative Allylation Reaction to Access α,α-Difluoroketones

(2015) Ming-Hsiu Yang et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Pd-Catalyzed Difluoromethylation of Vinyl Bromides, Triflates, Tosylates, and Nonaflates

(2015) Dalu Chang et al.   CHEMISTRY-A EUROPEAN JOURNAL

Copper-Catalyzed Synthesis of Trifluoroethylarenes from Benzylic Bromodifluoroacetates

(2015) Brett R. Ambler et al.   JOURNAL OF ORGANIC CHEMISTRY

Ligand-Controlled Regioselective Copper-Catalyzed Trifluoromethylation To Generate (Trifluoromethyl)allenes

(2015) Brett R. Ambler et al.   ORGANIC LETTERS

Development of (Trifluoromethyl)zinc Reagent as Trifluoromethyl Anion and Difluorocarbene Sources

(2015) Kohsuke Aikawa et al.   ORGANIC LETTERS

A scalable and operationally simple radical trifluoromethylation

(2015) Joel W. Beatty et al.   Nature Communications

Trifluoromethyltrimethylsilane: Nucleophilic Trifluoromethylation and Beyond

(2014) Xiao Liu et al.   CHEMICAL REVIEWS

Stable but Reactive Perfluoroalkylzinc Reagents: Application in Ligand-Free Copper-Catalyzed Perfluoroalkylation of Aryl Iodides

(2014) Kohsuke Aikawa et al.   CHEMISTRY-A EUROPEAN JOURNAL

Trends in Physisorption of Ionic Liquids on Boron-Nitride Sheets

(2014) Mehdi Shakourian-Fard et al.   Journal of Physical Chemistry C

Catalytic Cycle for Palladium-Catalyzed Decarbonylative Trifluoromethylation using Trifluoroacetic Esters as the CF3 Source

(2014) Ansis Maleckis et al.   ORGANOMETALLICS

Cooperative dual palladium/silver catalyst for direct difluoromethylation of aryl bromides and iodides

(2014) Yang Gu et al.   Nature Communications

Copper-mediated difluoromethylation of electron-poor aryl iodides at room temperature

(2014) Xue-Liang Jiang et al.   Organic Chemistry Frontiers

Rapid and Efficient Trifluoromethylation of Aromatic and Heteroaromatic Compounds Using Potassium Trifluoroacetate Enabled by a Flow System

(2013) Mao Chen et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Introduction of Fluorine and Fluorine-Containing Functional Groups

(2013) Theresa Liang et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Cu-catalyzed trifluoromethylation of aryl iodides with trifluoromethylzinc reagent prepared in situ from trifluoromethyl iodide

(2013) Yuzo Nakamura et al.   Beilstein Journal of Organic Chemistry

Fluorine in Pharmaceutical Industry: Fluorine-Containing Drugs Introduced to the Market in the Last Decade (2001–2011)

(2013) Jiang Wang et al.   CHEMICAL REVIEWS

Selection of boron reagents for Suzuki–Miyaura coupling

(2013) Alastair J. J. Lennox et al.   CHEMICAL SOCIETY REVIEWS

C–H⋯O non-classical hydrogen bonding in the stereomechanics of organic transformations: theory and recognition

(2013) Ryne C. Johnston et al.   ORGANIC & BIOMOLECULAR CHEMISTRY

Copper-Mediated Difluoromethylation of (Hetero)aryl Iodides and β-Styryl Halides with Tributyl(difluoromethyl)stannane

(2012) G. K. Surya Prakash et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Copper-Mediated Difluoromethylation of Aryl and Vinyl Iodides

(2012) Patrick S. Fier et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Decarboxylative Carbon-Carbon Bond-Forming Transformations of (Hetero)aromatic Carboxylic Acids

(2012) Igor Larrosa et al.   SYNTHESIS-STUTTGART

The Triple Role of Fluoride Ions in Palladium-Catalyzed Suzuki-Miyaura Reactions: Unprecedented Transmetalation from [ArPdFL2] Complexes

(2011) Christian Amatore et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

A Broadly Applicable Copper Reagent for Trifluoromethylations and Perfluoroalkylations of Aryl Iodides and Bromides

(2011) Hiroyuki Morimoto et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Decarboxylative coupling reactions: a modern strategy for C–C-bond formation

(2011) Nuria Rodríguez et al.   CHEMICAL SOCIETY REVIEWS

NCIPLOT: A Program for Plotting Noncovalent Interaction Regions

(2011) Julia Contreras-García et al.   Journal of Chemical Theory and Computation

Distinguishing Between Pathways for Transmetalation in Suzuki−Miyaura Reactions

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

Energetics of Halogen Bonding of Group 10 Metal Fluoride Complexes

(2011) Torsten Beweries et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Catalysis for fluorination and trifluoromethylation

(2011) Takeru Furuya et al.   NATURE

CF3–Ph Reductive Elimination from [(Xantphos)Pd(CF3)(Ph)]

(2011) Vladimir I. Bakhmutov et al.   ORGANOMETALLICS

Exploration of New C−O Electrophiles in Cross-Coupling Reactions

(2010) Da-Gang Yu et al.   ACCOUNTS OF CHEMICAL RESEARCH

Fluorine in health care: Organofluorine containing blockbuster drugs

(2010) David O’Hagan   JOURNAL OF FLUORINE CHEMISTRY

The Palladium-Catalyzed Trifluoromethylation of Aryl Chlorides

(2010) E. J. Cho et al.   SCIENCE

Density Functionals with Broad Applicability in Chemistry

(2008) Yan Zhao et al.   ACCOUNTS OF CHEMICAL RESEARCH

Predicting Hydrogen-Bond Strengths from Acid−Base Molecular Properties. The pKaSlide Rule: Toward the Solution of a Long-Lasting Problem

(2008) Paola Gilli et al.   ACCOUNTS OF CHEMICAL RESEARCH

Carboxylic Acids as Substrates in Homogeneous Catalysis

(2008) Lukas J. Gooßen et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Revised Basis Sets for the LANL Effective Core Potentials

(2008) Lindsay E. Roy et al.   Journal of Chemical Theory and Computation

The Many Roles for Fluorine in Medicinal Chemistry

(2008) William K. Hagmann   JOURNAL OF MEDICINAL CHEMISTRY

Fluorine in medicinal chemistry

(2007) Sophie Purser et al.   CHEMICAL SOCIETY REVIEWS