4.5 Article

Radical Amido- and Azido-Fluorination of α-Fluorostyrene Derivatives: An Innovative Approach Towards β-Aryl-β,β-difluoroamino Motifs

Related references

Note: Only part of the references are listed.
Article Chemistry, Multidisciplinary

anti-Markovnikov Iodofluorination of Alkenes

Bai-Yu Qian et al.

Summary: In this paper, a convenient anti-Markovnikov iodofluorination of alkenes was described using Selectfluor/(Bu4NI)-Bu-n as the reagent. The reaction showed a broad substrate scope, good functional group tolerance, and the ability to construct various C-F bonds.

CHEMISTRY-AN ASIAN JOURNAL (2022)

Article Chemistry, Organic

Synthesis of 2,2-difluoro-2-arylethylamines as fluorinated analogs of octopamine and noradrenaline

Atsushi Tarui et al.

Summary: A series of fluorinated compounds were synthesized in this study, using specific chemical reactions as synthetic steps.

HETEROCYCLIC COMMUNICATIONS (2022)

Review Chemistry, Multidisciplinary

New Strategies for the Synthesis of Aliphatic Azides

Paramasivam Sivaguru et al.

Summary: Aliphatic azides are a versatile class of compounds that can be used for the synthesis of biologically active drugs and functional materials. Various synthetic strategies have been developed over the past decades, but this topic has not been the subject of a dedicated review.

CHEMICAL REVIEWS (2021)

Review Chemistry, Inorganic & Nuclear

Recent Advances in Visible Light-mediated Fluorination

Tien Tan Bui et al.

Summary: The fluorine motif is a crucial structure in organic and medicinal chemistry, widely used in pharmaceuticals. Visible light-mediated reactions have recently emerged as a valuable synthetic strategy, with various photochemical fluorination methods being utilized to produce a wide range of fluorinated products.

JOURNAL OF FLUORINE CHEMISTRY (2021)

Article Chemistry, Organic

Photoredox-Mediated Mono- and Difluorination of Remote Unactivated Methylene C(sp3)-H Bonds of N-Alkyl Sulfonamides

Zhiqiang Deng et al.

Summary: A new method has been developed for the photoredox-mediated delta-C(sp(3))-H fluorination of sulfonyl-protected primary alkylamines with Selectfluor. This reaction shows excellent monofluorination selectivity for amine substrates without substituents, and slightly modified reaction conditions allow for the synthesis of delta,delta-difluorination products in good yield for alpha-substituted substrates. Mechanistic studies indicate that SET oxidation of the sulfonamide group generates the key sulfonamide N radical intermediate, triggering a 1,5-HAT process to form the delta alkyl radical.

ORGANIC LETTERS (2021)

Article Chemistry, Organic

Direct Approach to 3-Fluoroindoles and 3,3-Difluoroindolines from 2,2-Difluoro-2-phenylethan-1-amines via C-H/N-H Coupling

Lanfei Zhang et al.

Summary: A direct method for synthesizing 3-fluoroindoles and 3,3-difluoroindolines from easily accessible compounds has been presented in this study. By controlling the reaction temperature, various 3,3-difluoroindolines and 3-fluoroindoles could be isolated with moderate to good yields.

SYNTHESIS-STUTTGART (2021)

Article Biochemistry & Molecular Biology

Rational design of cannabinoid type-1 receptor allosteric modulators: Org27569 and PSNCBAM-1 hybrids

Thuy Nguyen et al.

Summary: The research found that two CB1 negative allosteric modulators have similar structural and activity relationships, and designed a new scaffold that retains key binding features in molecular docking studies. The new hybrids showed comparable potencies to existing negative allosteric modulators in experiments.

BIOORGANIC & MEDICINAL CHEMISTRY (2021)

Review Chemistry, Organic

Catalytic asymmetric synthesis of monofluoroalkenes and gem-difluoroalkenes: advances and perspectives

Xiao-Juan Zhang et al.

Summary: Driven by the demand for optically active fluoro-containing molecules, the field of fluorochemistry has emerged as a hot topic. Synthesis of both monofluoro- and gem-difluoroalkenes is highly sought after due to their importance in biologically active molecules and as handles for constructing other fluorinated molecules.

ORGANIC CHEMISTRY FRONTIERS (2021)

Article Chemistry, Multidisciplinary

δ-C-H Mono- and Dihalogenation of Alcohols

Alastair N. Herron et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2020)

Article Chemistry, Multidisciplinary

Synthesis of β-Difluoroalkyl Azides via Elusive 1,2-Azide Migration

Yongquan Ning et al.

Article Chemistry, Multidisciplinary

Catalytic Enantioselective Synthesis of Difluorinated Alkyl Bromides

Mark D. Levin et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2020)

Article Chemistry, Physical

Nickel-Catalyzed Hydrofluorination of Unactivated Alkenes through a HAT Pathway

Peihong Song et al.

ACS CATALYSIS (2020)

Review Chemistry, Multidisciplinary

The Fluorination of C-H Bonds: Developments and Perspectives

Robert Szpera et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2019)

Article Chemistry, Multidisciplinary

Ligand-Promoted Iron(III)-Catalyzed Hydrofluorination of Alkenes

Yongtao Xie et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2019)

Article Chemistry, Multidisciplinary

Ag-Catalyzed Chemoselective Decarboxylative Mono- and gem-Difluorination of Malonic Acid Derivatives

Zhen Wang et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2019)

Article Chemistry, Organic

Silver-Catalyzed Decarboxylative Alkylfluorination of Alkenes

Chen-Guang Li et al.

ORGANIC LETTERS (2019)

Article Chemistry, Multidisciplinary

Radical Carbofluorination of Alkenes with Arylhydrazines and Selectfluor: Additives, Mechanistic Pathways, and Polar Effects

Anna S. Pirzer et al.

CHEMISTRY-A EUROPEAN JOURNAL (2019)

Article Chemistry, Multidisciplinary

Open-Shell Fluorination of Alkyl Bromides: Unexpected Selectivity in a Silyl Radical-Mediated Chain Process

Gabrielle H. Lovett et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2019)

Article Chemistry, Multidisciplinary

Amidyl Radicals by Oxidation of alpha-Amido-oxy Acids: Transition-Metal-Free Amidofluorination of Unactivated Alkenes

Heng Jiang et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2018)

Article Chemistry, Medicinal

Fluorine and Fluorinated Motifs in the Design and Application of Bioisosteres for Drug Design

Nicholas A. Meanwell

JOURNAL OF MEDICINAL CHEMISTRY (2018)

Article Chemistry, Multidisciplinary

Radical Carbofluorination of Unactivated Alkenes with Fluoride Ions

Zhonglin Liu et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2018)

Review Chemistry, Organic

Synthesis of Monofluoroalkenes: A Leap Forward

Myriam Drouin et al.

SYNTHESIS-STUTTGART (2018)

Article Chemistry, Multidisciplinary

The Difluoromethyl Group as a Masked Nucleophile: A Lewis Acid/Base Approach

Jacob B. Geri et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2018)

Article Chemistry, Multidisciplinary

Radical Hydroarylation of Functionalized Olefins and Mechanistic Investigation of Photocatalytic Pyridyl Radical Reactions

Ciaran P. Seath et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2018)

Review Biochemical Research Methods

Practical Considerations, Challenges, and Limitations of Bioconjugation via Azide-Alkyne Cycloaddition

Chad J. Pickens et al.

BIOCONJUGATE CHEMISTRY (2018)

Review Chemistry, Multidisciplinary

Recent advances in radical-mediated fluorination through C-H and C-C bond cleavage

Hong Yan et al.

SCIENCE CHINA-CHEMISTRY (2017)

Review Chemistry, Organic

Radical fluorination reactions by thermal and photoinduced methods

Beatriz Lantano et al.

ORGANIC & BIOMOLECULAR CHEMISTRY (2017)

Article Chemistry, Multidisciplinary

Photoredox Imino Functionalizations of Olefins

Jacob Davies et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2017)

Article Chemistry, Multidisciplinary

Anti-Markovnikov Hydrofunctionalization of Alkenes: Use of a Benzyl Group as a Traceless Redox-Active Hydrogen Donor

Geoffroy Herve Lonca et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2017)

Article Chemistry, Multidisciplinary

Synthesis of Aryldifluoroamides by Copper-Catalyzed Cross-Coupling

Sophie I. Arlow et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2016)

Article Chemistry, Organic

Nickel-Catalyzed Negishi Cross-Coupling of Bromodifluoroacetamides

Atsushi Tarui et al.

ORGANIC LETTERS (2016)

Article Chemistry, Multidisciplinary

Silver-catalyzed Meerwein arylation: intermolecular and intramolecular fluoroarylation of styrenes

Rui Guo et al.

CHEMICAL COMMUNICATIONS (2015)

Article Chemistry, Medicinal

Applications of Fluorine in Medicinal Chemistry

Eric P. Gillis et al.

JOURNAL OF MEDICINAL CHEMISTRY (2015)

Article Chemistry, Organic

Transition-metal-free C-H oxidative activation: persulfate-promoted selective benzylic mono- and difluorination

Jing-jing Ma et al.

ORGANIC & BIOMOLECULAR CHEMISTRY (2015)

Review Chemistry, Organic

Recent Advances in Radical Fluorination

Claire Chatalova-Sazepin et al.

SYNTHESIS-STUTTGART (2015)

Article Chemistry, Multidisciplinary

Silver-Catalyzed Oxidative Activation of Benzylic C-H Bonds for the Synthesis of Difluoromethylated Arenes

Peng Xu et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2014)

Article Chemistry, Multidisciplinary

Silver-catalyzed decarboxylative acylfluorination of styrenes in aqueous media

Hua Wang et al.

CHEMICAL COMMUNICATIONS (2014)

Article Chemistry, Multidisciplinary

Intermolecular Radical Carbofluorination of Non-activated Alkenes

Stephanie Kindt et al.

CHEMISTRY-A EUROPEAN JOURNAL (2014)

Article Biochemistry & Molecular Biology

Small-Molecule Anticonvulsant Agents with Potent In Vitro Neuroprotection and Favorable Drug-Like Properties

Garry R. Smith et al.

JOURNAL OF MOLECULAR NEUROSCIENCE (2014)

Article Chemistry, Multidisciplinary

Pd-Catalyzed α-Arylation of Trimethylsilyl Enolates of α,α-Difluoroacetamides

Shaozhong Ge et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2014)

Article Chemistry, Multidisciplinary

Silver-Catalyzed Radical Fluorination of Alkylboronates in Aqueous Solution

Zhaodong Li et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2014)

Article Chemistry, Multidisciplinary

Silver-Catalyzed Radical Aminofluorination of Unactivated Alkenes in Aqueous Media

Zhaodong Li et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2013)

Article Chemistry, Multidisciplinary

Silver-Catalyzed Radical Phosphonofluorination of Unactivated Alkenes

Chengwei Zhang et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2013)

Article Chemistry, Multidisciplinary

Visible Light-Promoted Metal-Free C-H Activation: Diarylketone-Catalyzed Selective Benzylic Mono- and Difluorination

Ji-Bao Xia et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2013)

Article Chemistry, Medicinal

Phenethyl nicotinamides, a novel class of NaV1.7 channel blockers: Structure and activity relationship

Inger Kers et al.

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS (2012)

Article Chemistry, Medicinal

Nanomolar Potency and Metabolically Stable Inhibitors of Kidney Urea Transporter UT-B

Marc O. Anderson et al.

JOURNAL OF MEDICINAL CHEMISTRY (2012)

Article Chemistry, Multidisciplinary

Fe(III)/NaBH4-Mediated Free Radical Hydrofluorination of Unactivated Alkenes

Timothy J. Barker et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2012)

Article Chemistry, Organic

Synthesis of gem-difluorinated 1,6-naphthyridine-5,7-diones

Karel Piron et al.

TETRAHEDRON (2012)

Article Chemistry, Medicinal

Benzotriazinone and benzopyrimidinone derivatives as potent positive allosteric AMPA receptor modulators

Rudolf Mueller et al.

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS (2011)

Review Chemistry, Multidisciplinary

Bioconjugation via azide-Staudinger ligation: an overview

Christine I. Schilling et al.

CHEMICAL SOCIETY REVIEWS (2011)

Article Chemistry, Medicinal

Synopsis of Some Recent Tactical Application of Bioisosteres in Drug Design

Nicholas A. Meanwell

JOURNAL OF MEDICINAL CHEMISTRY (2011)

Article Chemistry, Medicinal

Potent and selective neuronal nitric oxide synthase inhibitors with improved cellular permeability

Fengtian Xue et al.

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS (2010)

Article Chemistry, Multidisciplinary

Potent, Highly Selective, and Orally Bioavailable Gem-Difluorinated Monocationic Inhibitors of Neuronal Nitric Oxide Synthase

Fengtian Xue et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2010)

Article Chemistry, Medicinal

Orally efficacious thrombin inhibitors with cyanofluorophenylacetamide as the P2 motif

Kevin D. Kreutter et al.

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS (2008)

Review Chemistry, Multidisciplinary

Fluorine in medicinal chemistry

Sophie Purser et al.

CHEMICAL SOCIETY REVIEWS (2008)

Article Chemistry, Medicinal

2-(2-Chloro-6-fiuorophenyl)acetamides as potent thrombin inhibitors

Lily Lee et al.

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS (2007)

Article Chemistry, Physical

Theoretical study of the solvation of fluorine and chlorine anions by water

DD Kemp et al.

JOURNAL OF PHYSICAL CHEMISTRY A (2005)

Review Chemistry, Multidisciplinary

Organic azides: An exploding diversity of a unique class of compounds

S Brase et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2005)

Article Chemistry, Multidisciplinary

A strain-promoted [3+2] azide-alkyne cycloaddition for covalent modification of blomolecules in living systems

NJ Agard et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2004)

Article Chemistry, Multidisciplinary

Bioconjugation by copper(I)-catalyzed azide-alkyne [3+2] cycloaddition

Q Wang et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2003)