4.3 Article

Arenesulfonyl fluoride synthesis via one-pot copper-free Sandmeyer-type three-component reaction of aryl amine, K2S2O5, and NFSI

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

Metal-Free Visible-Light Synthesis of Arylsulfonyl Fluorides: Scope and Mechanism

Dan Louvel et al.

Summary: The first metal-free procedure for the synthesis of arylsulfonyl fluorides is reported in this study. The reaction using organo-photoredox conditions allows aryl diazonium salts to react with a readily available SO2 source (DABSO) to afford the desired product through simple nucleophilic fluorination. Experimental techniques such as fluorescence, NMR, and EPR spectroscopy, as well as DFT calculations, were used to shed light on the reaction mechanism.

CHEMISTRY-A EUROPEAN JOURNAL (2021)

Article Chemistry, Organic

Rapid Access to N-Protected Sulfonimidoyl Fluorides: Divergent Synthesis of Sulfonamides and Sulfonimidamides

Yongan Liu et al.

Summary: In this study, a practical and efficient copper-catalyzed method was reported for the conversion of various arenediazonium salts to N-protected sulfonimidoyl fluorides. This protocol tolerates a wide range of functional groups and is suitable for late-stage modification of complex bioactive molecules, leading to the synthesis of pharmaceutically important primary sulfonamides and sulfonimidamides in minimal synthetic steps.

ORGANIC LETTERS (2021)

Article Chemistry, Physical

The Emerging Applications of Sulfur(VI) Fluorides in Catalysis

Cayo Lee et al.

Summary: In the past decade, there has been remarkable growth in catalytic transformations in organic sulfur(VI) fluoride chemistry. This article focuses on foundational examples utilizing catalytic strategies to synthesize and react S(VI) fluorides, with an emphasis on key mechanistic studies aimed at providing insight for future catalytic systems.

ACS CATALYSIS (2021)

Review Chemistry, Physical

Synthetic Routes to Arylsulfonyl Fluorides

Aida Chelagha et al.

Summary: This mini-review aims to explore the various methodologies for accessing arylsulfonyl fluorides, which include a diverse range of starting materials and conditions such as with or without a catalyst.

CATALYSTS (2021)

Article Chemistry, Organic

Copper-catalyzed three-component reaction of arylhydrazine hydrochloride, DABSO, and NFSI for the synthesis of arenesulfonyl fluorides

Qijun Pan et al.

Summary: This paper describes a novel copper-catalyzed synthesis of arenesulfonyl fluorides, using arylhydrazine hydrochlorides as safe precursors of aryl radicals, along with DABSO and NFSI as sulfonyl and fluorine sources, under mild conditions to achieve high yields.

ORGANIC & BIOMOLECULAR CHEMISTRY (2021)

Article Chemistry, Multidisciplinary

Click Chemistry: Evolving on the Fringe

Long Xu et al.

CHINESE JOURNAL OF CHEMISTRY (2020)

Article Chemistry, Organic

Synthesis of Sulfonyl Fluorides from Sulfonamides

Marina Perez-Palau et al.

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY (2020)

Article Chemistry, Multidisciplinary

Discovery of Lysine-Targeted eIF4E Inhibitors through Covalent Docking

Xiaobo Wan et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2020)

Review Chemistry, Organic

Ethenesulfonyl Fluoride (ESF) and Its Derivatives in SuFEx Click Chemistry and More

Yan-Ping Meng et al.

SYNTHESIS-STUTTGART (2020)

Article Chemistry, Multidisciplinary

Arenesulfonyl Fluoride Synthesis via Copper-free Sandmeyer-type Fluorosulfonylation of Arenediazonium Salts

Qiongzhen Lin et al.

CHINESE JOURNAL OF CHEMISTRY (2020)

Article Chemistry, Organic

Copper-free Sandmeyer-type Reaction for the Synthesis of Sulfonyl Fluorides

Tao Zhong et al.

ORGANIC LETTERS (2020)

Article Chemistry, Inorganic & Nuclear

Fluorosulfonylation of arenediazonium tetrafluoroborates with Na2S2O5 and N-fluorobenzenesulfonimide

Shuai Liu et al.

JOURNAL OF FLUORINE CHEMISTRY (2020)

Review Chemistry, Multidisciplinary

Arylfluorosulfate-Based Electrophiles for Covalent Protein Labeling: A New Addition to the Arsenal

Pablo Martin-Gago et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2019)

Article Chemistry, Multidisciplinary

Sulfonyl Fluoride Synthesis through Electrochemical Oxidative Coupling of Thiols and Potassium Fluoride

Gabriele Laudadio et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2019)

Article Chemistry, Multidisciplinary

Cyclic Alkenylsulfonyl Fluorides: Palladium-Catalyzed Synthesis and Functionalization of Compact Multifunctional Reagents

Terry Shing-Bong Lou et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2019)

Article Chemistry, Organic

Synthesis of Arenesulfonyl Fluorides via Sulfuryl Fluoride Incorporation from Arynes

Jungmin Kwon et al.

ORGANIC LETTERS (2019)

Review Chemistry, Organic

Applications of sulfuryl fluoride (SO2F2) in chemical transformations

Ravindar Lekkala et al.

ORGANIC CHEMISTRY FRONTIERS (2019)

Article Chemistry, Multidisciplinary

Facile one-pot synthesis of sulfonyl fluorides from sulfonates or sulfonic acids

Ying Jiang et al.

RSC ADVANCES (2019)

Review Chemistry, Multidisciplinary

The growing applications of SuFEx click chemistry

A. S. Barrow et al.

CHEMICAL SOCIETY REVIEWS (2019)

Article Chemistry, Multidisciplinary

One-pot fluorosulfurylation of Grignard reagents using sulfuryl fluoride

Cayo Lee et al.

CHEMICAL COMMUNICATIONS (2019)

Review Chemistry, Multidisciplinary

Renaissance of Sandmeyer-Type Reactions: Conversion of Aromatic C-N Bonds into C-X Bonds (X = B, Sn, P, or CF3)

Fanyang Mo et al.

ACCOUNTS OF CHEMICAL RESEARCH (2018)

Review Chemistry, Organic

Sulfonyl Fluorides (SFs): More Than Click Reagents?

Praveen K. Chinthakindi et al.

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY (2018)

Article Chemistry, Multidisciplinary

SuFEx Click Chemistry Enabled Late-Stage Drug Functionalization

Zilei Liu et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2018)

Article Chemistry, Organic

Sulfonamide Synthesis via Calcium Triflimide Activation of Sulfonyl Fluorides

Paramita Mukherjee et al.

ORGANIC LETTERS (2018)

Editorial Material Chemistry, Medicinal

Emerging Utility of Fluorosulfate Chemical Probes

Lyn H. Jones

ACS MEDICINAL CHEMISTRY LETTERS (2018)

Article Chemistry, Applied

A Versatile Reagent and Method for Direct Aliphatic Sulfonylation

Andre Shavnya et al.

ADVANCED SYNTHESIS & CATALYSIS (2018)

Review Chemistry, Inorganic & Nuclear

Recent advances towards sulfur (VI) fluoride exchange (SuFEx) click chemistry

Tanzeela Abdul Fattah et al.

JOURNAL OF FLUORINE CHEMISTRY (2018)

Article Chemistry, Organic

Pd-Catalyzed Conversion of Aryl Iodides to Sulfonyl Fluorides Using SO2 Surrogate DABSO and Selectfluor

Ariana L. Tribby et al.

JOURNAL OF ORGANIC CHEMISTRY (2017)

Article Chemistry, Multidisciplinary

Trifluoromethylfluorosulfonylation of Unactivated Alkenes Using Readily Available Ag(O2CCF2SO2F) and N-Fluorobenzenesulfonimide

Yongan Liu et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2017)

Article Chemistry, Multidisciplinary

Catalyst-free radical fluorination of sulfonyl hydrazides in water

Lin Tang et al.

GREEN CHEMISTRY (2016)

Article Biochemistry & Molecular Biology

Rational Targeting of Active-Site Tyrosine Residues Using Sulfonyl Fluoride Probes

Erik C. Hett et al.

ACS CHEMICAL BIOLOGY (2015)

Review Chemistry, Multidisciplinary

Sulfur(VI) Fluoride Exchange (SuFEx): Another Good Reaction for Click Chemistry

Jiajia Dong et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2014)

Article Chemistry, Multidisciplinary

The Photocatalyzed Meerwein Arylation: Classic Reaction of Aryl Diazonium Salts in a New Light

Durga Prasad Hari et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2013)

Article Chemistry, Multidisciplinary

Aromatic Sulfonyl Fluorides Covalently Kinetically Stabilize Transthyretin to Prevent Amyloidogenesis while Affording a Fluorescent Conjugate

Neil P. Grimster et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2013)

Article Chemistry, Organic

Recent applications of arene diazonium salts in organic synthesis

Fanyang Mo et al.

ORGANIC & BIOMOLECULAR CHEMISTRY (2013)

Article Chemistry, Multidisciplinary

Selective Targeting of Distinct Active Site Nucleophiles by Irreversible Src-Family Kinase Inhibitors

Nathan N. Gushwa et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2012)

Article Chemistry, Organic

An efficient preparation of new sulfonyl fluorides and lithium sulfonates

Fabien Toulgoat et al.

JOURNAL OF ORGANIC CHEMISTRY (2007)

Article Chemistry, Organic

A convenient preparation of heteroaryl sulfonamides and sulfonyl fluorides from heteroaryl thiols

SW Wright et al.

JOURNAL OF ORGANIC CHEMISTRY (2006)

Article Chemistry, Inorganic & Nuclear

1,1,2,2-tetrafluoroethyl-N,N-dimethylamine:: a new selective fluorinating agent

VA Petrov et al.

JOURNAL OF FLUORINE CHEMISTRY (2001)