4241-66-1

Usage

Uses

Used in Organic Synthesis:
4-Iodobenzenesulfonyl fluoride is utilized as a building block in organic synthesis for its ability to selectively react with certain functional groups. This selective reactivity is crucial for the development of complex organic molecules with specific properties.
Used in Fluorination Reactions:
As a reagent, 4-iodobenzenesulfonyl fluoride is employed in fluorination reactions, where it contributes to the formation of fluorinated compounds. Fluorination is an important process in the synthesis of various chemical products.
Used in Pharmaceutical Development:
4-Iodobenzenesulfonyl fluoride is used as a key intermediate in the development of pharmaceuticals. Its selective reactivity allows for the creation of new drug candidates with improved efficacy and reduced side effects.
Used in Agrochemical Production:
In the agrochemical industry, 4-iodobenzenesulfonyl fluoride is used to develop new compounds for crop protection and pest control. Its ability to selectively react with functional groups aids in the synthesis of effective and targeted agrochemicals.
Used in Dye and Pigment Manufacturing:
4-Iodobenzenesulfonyl fluoride is also used in the manufacturing of dyes and pigments, where its reactivity and selectivity contribute to the production of vibrant and stable colorants for various applications.
Used in Specialty Chemicals Production:
Lastly, 4-iodobenzenesulfonyl fluoride is employed in the production of specialty chemicals, which are often used in niche applications such as high-performance materials, advanced coatings, and other specialized industries.

Upstream product

• 98-61-3 p-Iodobenzenesulfonyl chloride 
• 540-37-4 p-aminoiodobenzene 
• 1514-50-7 4-iodobenzenediazonium tetrafluoroborate 
• 62830-55-1 2-(4-iodophenyl)hydrazin-1-ium chloride 
• 2751-27-1 4-iodobenzenesulfonyl hydrazide 

Downstream Products

• 403792-79-0 4-(1,2-dimethylimidazol-5-yl)-2-(4-(fluorosulphonyl)anilino)pyrimidine 
• 35426-72-3 1,4-Benzoldisulfonylfluorid 
• 360-01-0 1-iodo-4-((trifluoromethyl)sulfonyl)benzene 

Relevant academic research and scientific papers

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

This paper reports a convenient copper-catalyzed three-component conversion of arylhydrazine hydrochlorides to arenesulfonyl fluorides in good yields under mild conditions, using 1,4-diazabicyclo [2.2.2]octane bis(sulfur dioxide) (DABSO) as a sulfonyl source andN-fluorobenzenesulfonimide (NFSI) as a fluorine source based on a radical sulfur dioxide insertion and fluorination strategy. Notably, arylhydrazine hydrochloride is used as a safe precursor of aryl radicals.

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

The first metal-free procedure for the synthesis of arylsulfonyl fluorides is reported. Under organo-photoredox conditions, aryl diazonium salts react with a readily available SO2 source (DABSO) to afford the desired product through simple nucleophilic fluorination. The reaction tolerates the presence of both electron-rich and -poor aryls and demonstrated a broad functional group tolerance. To shed the light on the reaction mechanism, several experimental techniques were combined, including fluorescence, NMR, and EPR spectroscopy as well as DFT calculations.

Arenesulfonyl Fluoride Synthesis via Copper-Catalyzed Fluorosulfonylation of Arenediazonium Salts

We report herein a general and practical copper-catalyzed fluorosulfonylation reaction of a wide range of abundant arenediazonium salts to smoothly prepare various arenesulfonyl fluorides using the 1,4-diazabicyclo[2.2.2]octane-bis(sulfur dioxide) adduct as a convenient sulfonyl source in combination with KHF2 as an ideal fluorine source and without the need for additional oxidants. Interestingly, the electronic character of the arene ring in the starting arenediazonium salts has a significant impact on the reaction mechanistic pathway.

Catalyst-free radical fluorination of sulfonyl hydrazides in water

The first catalyst-free fluorination of sulfonyl hydrazides for the synthesis of sulfonyl fluorides has been developed via a free-radical pathway. This protocol presents a broad substrate scope and does not require any metal catalyst and additive. All these transformations proceed smoothly in water under mild conditions, which enables a straightforward, practical and environmentally benign fluorination for S-F bond formation.

Ascertaining the suitability of aryl sulfonyl fluorides for [18F]radiochemistry applications: A systematic investigation using microfluidics

Optimization of [18F]radiolabeling conditions and subsequent stability analysis in mobile phase, PBS buffer, and rat serum of 12 aryl sulfonyl chloride precursors with various substituents (electron-withdrawing groups, electron-donating groups, increased steric bulk, heterocyclic) were performed using an Advion NanoTek Microfluidic Synthesis System. A comparison of radiochemical yields and reaction times for a microfluidics device versus a conventional reaction vessel is reported. [18F]Radiolabeling of sulfonyl chlorides in the presence of competing nucleophiles, H-bond donors, and water was also assessed and demonstrated the versatility and potential utility of [18F]sulfonyl fluorides as synthons for indirect radiolabeling. Published 2013 by the American Chemical Society.

Imidazolo-5-YL-2anilino-pyrimidines as agents for the inhibition of the cell proliffration

Compounds of the formula (I): wherein R1, R2, R3, R4, R5, R6, p, q, and n are as defined within and a pharmaceutically acceptable salts and in vivo hydrolysable esters are described. Also described are processes for their preparation and their use as medicaments, particularly medicaments for producing a cell cycle inhibitory (anti-cell-proliferation) effect in a warm-blooded animal, such as man.

Substituted trifluorostyrene monomeric compositions

Sulfonyl fluoride substituted α,β,β-trifluorostyrene monomers are disclosed. The monomers are incorporated into polymeric compositions which are conveniently hydrolyzed to produce polymeric compositions which include ion-exchange moieties. The resulting c