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

No abstract is available for this paper.

• Publication year

  2020

• Venue

  Chinese Journal of Chemistry

• Publication date

  2020-05-05

• Fields of study

  Chemistry

• Identifiers
  DOI 10.1002/cjoc.202000175
• External record

  Open on Semantic Scholar

• Source metadata

  Semantic Scholar

• No claims are published for this paper.

• No concepts are published for this paper.

• A metal-free route to alkynyl sulfones under photoinduced conditions with the insertion of sulfur dioxide

  2020cited by this paper
• Arenesulfonyl Fluoride Synthesis via Copper-Catalyzed Fluorosulfonylation of Arenediazonium Salts.

  2020cited by this paper
• Recent advances in sulfonylation reactions using potassium/sodium metabisulfite.

  2020cited by this paper
• General sulfone construction via sulfur dioxide surrogate control

  2020cited by this paper
• Copper-free Sandmeyer-type Reaction for the Synthesis of Sulfonyl Fluorides.

  2020cited by this paper
• Click Chemistry: Evolving on the Fringe

  2020cited by this paper
• Sodium Dithionite-Mediated Decarboxylative Sulfonylation: Facile Access to Tertiary Sulfones.

  2020cited by this paper
• The growing applications of SuFEx click chemistry.

  2019cited by this paper
• One-pot fluorosulfurylation of Grignard reagents using sulfuryl fluoride.

  2019cited by this paper
• Visible-Light Photoredox-Catalyzed and Copper-Promoted Trifluoromethoxylation of Arenediazonium Tetrafluoroborates.

  2019cited by this paper
• Facile one-pot synthesis of sulfonyl fluorides from sulfonates or sulfonic acids

  2019cited by this paper
• Inorganic sulfites as the sulfur dioxide surrogates in sulfonylation reactions.

  2019cited by this paper
• Zinc-Mediated Intermolecular Reductive Radical Fluoroalkylsulfination of Unsaturated Carbon-Carbon Bonds with Fluoroalkyl Bromides and Sulfur Dioxide.

  2019cited by this paper
• Aryl Methyl Sulfone Construction from Eco-Friendly Inorganic Sulfur Dioxide and Methyl Reagents.

  2019cited by this paper
• Applications of sulfuryl fluoride (SO2F2) in chemical transformations

  2019cited by this paper
• Additions to N‐Sulfinylamines as an Approach for the Metal‐free Synthesis of Sulfonimidamides: O‐Benzotriazolyl Sulfonimidates as Activated Intermediates

  2019cited by this paper
• Intermolecular oxidative radical fluoroalkylfluorosulfonylation of unactivated alkenes with (fluoroalkyl)trimethylsilane, silver fluoride, sulfur dioxide and N-fluorobenzenesulfonimide

  2019cited by this paper
• Inorganic Sulfur Dioxide Surrogate-Involved Multicomponent Reductive Cross-Coupling: A Straightforward Functional Sulfone Construction and Linkage.

  2019cited by this paper
• Sulfonyl Fluoride Synthesis through Electrochemical Oxidative Coupling of Thiols and Potassium Fluoride

  2019cited by this paper
• Insertion of sulfur dioxide via a radical process: an efficient route to sulfonyl compounds

  2018cited by this paper
• Renaissance of Sandmeyer-Type Reactions: Conversion of Aromatic C-N Bonds into C-X Bonds (X = B, Sn, P, or CF3).

  2018cited by this paper
• Copper‐Mediated Di‐ and Monofluoromethanesulfonylation of Arenediazonium Tetrafluoroborates: Probing the Fluorine Effect

  2018cited by this paper
• Recent advances in the sulfonylation of C-H bonds with the insertion of sulfur dioxide.

  2018cited by this paper
• Synthesis of Arenesulfonyl Fluorides via Sulfuryl Fluoride Incorporation from Arynes.

  2018cited by this paper
• Recent advances towards sulfur (VI) fluoride exchange (SuFEx) click chemistry

  2018cited by this paper
• Metal-free construction of primary sulfonamides through three diverse salts

  2018cited by this paper
• Sulfonyl Fluorides (SFs): More Than Click Reagents?

  2018cited by this paper
• Trifluoromethylfluorosulfonylation of Unactivated Alkenes Using Readily Available Ag(O2 CCF2 SO2 F) and N-Fluorobenzenesulfonimide.

  2017cited by this paper
• A Route to O‐Aminosulfonates and Sulfonamides through Insertion of Sulfur Dioxide and Hydrogen Atom Transfer

  2017cited by this paper
• Pd-Catalyzed Conversion of Aryl Iodides to Sulfonyl Fluorides Using SO2 Surrogate DABSO and Selectfluor.

  2017cited by this paper
• Construction of Functionalized Annulated Sulfone via SO2/I Exchange of Cyclic Diaryliodonium Salts.

  2017cited by this paper
• Sulfur Dioxide Insertion Reactions for Organic Synthesis

  2017cited by this paper
• Catalyst-free radical fluorination of sulfonyl hydrazides in water

  2016cited by this paper
• Generation of Sulfonyl Radicals from Aryldiazonium Tetrafluoroborates and Sulfur Dioxide: The Synthesis of 3-Sulfonated Coumarins.

  2016cited by this paper
• One-pot palladium-catalyzed synthesis of sulfonyl fluorides from aryl bromides† †Electronic supplementary information (ESI) available: Experimental details and supporting characterisation data. See DOI: 10.1039/c6sc03924c Click here for additional data file.

  2016cited by this paper
• Copper-promoted sandmeyer difluoromethylthiolation of aryl and heteroaryl diazonium salts.

  2015cited by this paper
• Synthesis of difluoromethyl thioethers from difluoromethyl trimethylsilane and organothiocyanates generated in situ.

  2015cited by this paper
• Copper-Promoted Trifluoromethanesulfonylation and Trifluoromethylation of Arenediazonium Tetrafluoroborates with NaSO2CF3.

  2015cited by this paper
• A General, Regiospecific Synthetic Route to Perfluoroalkylated Arenes via Arenediazonium Salts with RFCu(CH3CN) Complexes

  2014cited by this paper
• Sandmeyer difluoromethylation of (hetero-)arenediazonium salts.

  2014cited by this paper
• Sulfur(VI) fluoride exchange (SuFEx): another good reaction for click chemistry.

  2014cited by this paper
• Metal-free aminosulfonylation of aryldiazonium tetrafluoroborates with DABCO⋅(SO2)2 and hydrazines.

  2014cited by this paper
• Oxidation of Disulfides with Electrophilic Halogenating Reagents: Concise Methods for Preparation of Thiosulfonates and Sulfonyl Halides.

  2014cited by this paper
• Recent applications of arene diazonium salts in organic synthesis.

  2013cited by this paper
• Silver-mediated trifluoromethylation of aryldiazonium salts: conversion of amino group into trifluoromethyl group.

  2013cited by this paper
• Copper-promoted Sandmeyer trifluoromethylation reaction.

  2013cited by this paper
• Sandmeyer trifluoromethylation of arenediazonium tetrafluoroborates.

  2013cited by this paper
• DABCO-bis(sulfur dioxide), DABSO, as a convenient source of sulfur dioxide for organic synthesis: utility in sulfonamide and sulfamide preparation.

  2011cited by this paper
• Oxidation of disulfides with Selectfluor™: concise syntheses of thiosulfonates and sulfonyl fluorides

  2011cited by this paper
• Preparation of arylsulfonyl chlorides by chlorosulfonylation of in situ generated diazonium salts using a continuous flow reactor.

  2010cited by this paper
• Aqueous Process Chemistry: The Preparation of Aryl Sulfonyl Chlorides

  2009cited by this paper
• Trifluoromethylthiodediazoniation: a simple, efficient route to trifluoromethyl aryl sulfides

  2000cited by this paper
• N-Halogeno compounds. Part 18. 1-Alkyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane salts: user-friendly site-selective electrophilic fluorinating agents of the N-fluoroammonium class

  1996cited by this paper
• Radical reactions of arenediazonium ions: An easy entry into the chemistry of the aryl radical

  1988cited by this paper
• Phase-Transfer Catalysis

  1977cited by this paper
• Untersuchungen über aromatische Diazoverbindungen, II. Verfahren zur Herstellung Aromatischer Sulfonsäurechloride, Eine Neue Modifikation der Sandmeyerschen Reaktion

  1957cited by this paper
• The Sandmeyer reaction.

  1947cited by this paper
• CCLXXXVI.—Aromatic sulphonyl fluorides. A convenient method of preparation

  1931cited by this paper

• Efficient synthesis of aryl sulfonyl fluorides via an economical reductive fluorosulfonation strategy under mild conditions

  2026cites this paper
• Nitrogen-Based Organofluorine Functional Molecules: Synthesis and Applications.

  2025cites this paper
• Cobalt Metallaphotoredox Catalysis Enabled Three‐Component Radical Allylic Sulfonylation via C–H Functionalization †

  2025cites this paper
• Radical sulfonylation with sulfur dioxide surrogates.

  2025cites this paper
• A Convenient One-Pot Process for Converting Thiols into Sulfonyl Fluorides Using H 2 O 2 as an Oxidant

  2024cites this paper
• Recent progress in sulfonyl fluoride synthesis via the radical sulfur dioxide insertion and fluorination strategy

  2024cites this paper
• Copper-Mediated Radical Fluorine-Atom Transfer to Sulfonyl Radical: A Dramatic 4-Methoxypyridine 1-Oxide Ligand Effect

  2024cites this paper
• Selective Fluorosulfonylation of Thianthrenium Salts Enabled by Electrochemistry.

  2023cites this paper
• Progress in Synthesis of Sulfonyl Fluoride

  2023cites this paper
• Organomediated electrochemical fluorosulfonylation of aryl triflates via selective C–O bond cleavage

  2023cites this paper
• Aliphatic Sulfonyl Fluoride Synthesis via Decarboxylative Fluorosulfonylation of Hypervalent Iodine(III) Carboxylates.

  2023cites this paper
• Access to Benzocyclic Boronates via Light-Promoted Intramolecular Arylborylation of Alkenes.

  2023cites this paper
• Sulfonyl fluoride synthesis via visible-light-mediated fluorosulfonylation of thianthrenium salts

  2023cites this paper
• Synthesis of aryl sulfonyl fluorides from aryl sulfonyl chlorides using sulfuryl fluoride (SO2F2) as fluoride provider

  2022cites this paper
• Arenesulfonyl Fluoride Synthesis via One-pot Copper-Free Sandmeyer-Type Three-Component Reaction of Aryl amine, K2S2O5, and NFSI

  2022cites this paper
• Sulfonyl fluorides as targets and substrates in the development of new synthetic methods

  2022cites this paper
• Photoinduced intramolecular carbosulfonylation of alkynes: access to sulfone-containing dibenzazepines from sulfur dioxide.

  2021cites this paper
• Copper-catalyzed three-component reaction of arylhydrazine hydrochloride, DABSO, and NFSI for the synthesis of arenesulfonyl fluorides.

  2021cites this paper
• Recent trends in the chemistry of Sandmeyer reaction: a review

  2021cites this paper
• Rapid Access to N-Protected Sulfonimidoyl Fluorides: Divergent Synthesis of Sulfonamides and Sulfonimidamides.

  2021cites this paper
• A multi-component reaction of electron-rich arenes, potassium metabisulfite, aldehydes and aryldiazonium tetrafluoroborates

  2021cites this paper
• Recent progress in the synthesis of sulfonyl fluorides for SuFEx click chemistry

  2021cites this paper
• A metal-free reaction of sulfur dioxide, cyclopropanols and electron-deficient olefins.

  2020cites this paper
• Clickable Transformation of Nitriles (RCN) to Oxazolyl Sulfonyl Fluoride Warheads.

  2020cites this paper
• Metal‐Free Synthesis of ( E )‐Vinyl Sulfones via An Insertion of Sulfur Dioxide/1,5‐Hydrogen Atom Transfer Sequence

  2020cites this paper
• Fluorosulfonylation of arenediazonium tetrafluoroborates with Na2S2O5 and N-fluorobenzenesulfonimide

  2020cites this paper
• Photoredox-catalyzed sulfonylation of difluoroenoxysilanes with the insertion of sulfur dioxide.

  2020cites this paper