454-65-9

Usage

Uses

Used in Chemical Synthesis:
3-BroMobenzenesulfonyl fluoride is used as a connector in chemical synthesis for the assembly of -SO2linked small molecules with proteins or nucleic acids. Its sulfonyl fluoride motif allows for the formation of stable and functional linkages, which can be beneficial in various chemical reactions and the development of new compounds.
Used in Click Chemistry:
In the field of click chemistry, 3-BroMobenzenesulfonyl fluoride is used as a complementary linker to amides and phosphate groups. Its ability to facilitate the formation of -SO2linked small molecules with proteins or nucleic acids expands the range of possible reactions and applications in this area.
Used in Pharmaceutical Development:
3-BroMobenzenesulfonyl fluoride can be utilized in the development of new pharmaceuticals, particularly in the design of drug delivery systems and the synthesis of bioactive molecules. Its unique properties as a sulfonyl fluoride-based connector make it a valuable tool in creating innovative and effective treatments.
Used in Bioconjugation:
3-BroMobenzenesulfonyl fluoride is also used in bioconjugation processes, where it serves as a linker between biological molecules such as proteins or nucleic acids. This allows for the creation of novel bioconjugates with potential applications in research, diagnostics, and therapeutics.
Overall, 3-BroMobenzenesulfonyl fluoride is a versatile chemical compound with a range of applications in various industries, including chemical synthesis, click chemistry, pharmaceutical development, and bioconjugation. Its unique properties as a sulfonyl fluoride-based connector make it a valuable asset in the development of new and innovative products and processes.

Upstream product

• 368-50-3 3-amino-benzenesulfonyl fluoride 
• 2905-24-0 3-Bromobenzenesulfonyl chloride 
• 591-19-5 m-Bromoaniline 
• 27246-81-7 3-bromophenylhydrazine hydrochloride 

Downstream Products

• 2728-70-3 1-bromo-3-[(trifluoromethyl)sulfonyl]benzene 

Relevant academic research and scientific papers

Arylsulfonyl fluoride boronic acids: Preparation and coupling reactivity

We report the efficient and practical syntheses of ortho-, meta, and para-sulfonyl fluoride substituted benzene boronic acids. The syntheses of the para- and meta-isomers commence with the appropriate bromo-substituted benzenesulfonyl chlorides, and the o

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.

Method for preparing aryl sulfonyl fluoride by using aryl hydrazine hydrochloride as raw material

The invention relates to a method for preparing aryl sulfonyl fluoride by using aryl hydrazine hydrochloride as a raw material. According to the method, aryl sulfonyl fluoride is synthesized by taking the aryl hydrazine hydrochloride as a raw material and adding a sulfur dioxide source and a fluorination reagent under the conditions of copper salt catalysis and alkali promotion through a strategy of insertion and fluorination of free radical sulfur dioxide. Compared with the prior art, the aryl sulfonyl fluoride is synthesized under the oxidation condition, and the influence of air on the reaction is not obvious in an experiment; and the reaction synthesis method is simple, good in selectivity, excellent in yield, mild in reaction condition, short in reaction time and universal to various aryl hydrazine hydrochloride substrates, and the method provides a new thought for synthesis of aryl sulfonyl fluoride.

Fluorosulfonylation of arenediazonium tetrafluoroborates with Na2S2O5 and N-fluorobenzenesulfonimide

A transition-metal-free Sandmeyer-type fluorosulfonylation reaction has been achieved by the three-component reaction of arenediazonium tetrafluoroborates, Na2S2O5, and N-fluorobenzenesulfonimide (NFSI). The reaction proceeds through a radical tandem process, affording various arenesulfonyl fluorides in moderate to high yields. This protocol not only provides a complement to the previous fluorosulfonylation reactions, but also extends the applications of Sandmeyer reaction.

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.

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

A copper-free Sandmeyer-type fluorosulfonylation reaction is reported. Utilizing Na2S2O5 and Selectfluor as the sulfur dioxide and fluorine sources, respectively, aryldiazonium salts were transformed into sulfonyl fluorides. The one-pot direct synthesis of sulfonyl fluorides from aromatic amines was also realized via in situ diazotization. The practicality of this method was demonstrated by the broad functional group tolerance, gram-scale synthesis, and late-stage fluorosulfonylation of natural products and pharmaceuticals.

PHENYL SULFONE DERIVATIVES AND THEIR USE IN THE TREATMENT OF CNS DISORDERS

This invention relates to novel phenyl sulfone compounds of formula (I), having pharmacological activity, processes for their preparation, to compositions containing them and to their use in the treatment of CNS and other disorders.