663175-94-8

Usage

Uses

Used in Pharmaceutical Industry:
2,3,4,5,6-PENTAFLUOROPHENYL 4-METHOXYBENZENESULFONATE is used as a reagent in the synthesis of pharmaceuticals for its high reactivity and selectivity, enabling the creation of complex molecular structures that are integral to the development of new drugs.
Used in Agrochemical Industry:
In the agrochemical sector, 2,3,4,5,6-PENTAFLUOROPHENYL 4-METHOXYBENZENESULFONATE is employed as a reagent in the synthesis of agrochemicals, contributing to the development of effective compounds for crop protection and enhancement of agricultural productivity.
Used in Specialty Chemicals Production:
2,3,4,5,6-PENTAFLUOROPHENYL 4-METHOXYBENZENESULFONATE is used as a building block in the production of various specialty chemicals, where its unique properties allow for the creation of innovative and high-performance chemical products.

Upstream product

• 771-61-9 2,3,4,5,6-pentafluorophenol 
• 5720-07-0 4-methoxyphenylboronic acid 
• 459-64-3 4-methoxybenzenediazonium tetrafluoroborate 

Downstream Products

• 106555-68-4 N-(4-methoxyphenylsulfonyl)-N-(tert-butyl)amine 
• 35088-89-2 1-(4-methoxybenzenesulfonyl)-piperidine 

Relevant academic research and scientific papers

One-Pot Synthesis of Pentafluorophenyl Sulfonic Esters via Copper-Catalyzed Reaction of Aryl Diazonium Salts, DABSO, and Pentafluorophenol

Pentafluorophenyl (PFP) sulfonic esters were synthesized via a copper-catalyzed one-pot multicomponent reaction of aryl diazonium tetrafluoroborate, DABSO (DABCO·(SO2)2), and pentafluorophenol. The reaction system provided the desired pentafluorophenyl sulfonic esters in good yields and exhibited excellent functional group tolerance. In addition, the generated PFP sulfonic esters were successfully applied in Sonogashira, Suzuki, Chan-Evans-Lam, and decarboxylative coupling reactions.

Nickel(II)-Catalyzed Synthesis of Sulfinates from Aryl and Heteroaryl Boronic Acids and the Sulfur Dioxide Surrogate DABSO

We report a redox-neutral Ni(II)-catalyzed sulfination of readily available aryl and heteroaryl boronic acids. Using the combination of commercially available, air-stable NiBr2·(glyme), a commercially available phenanthroline ligand, and DABSO, boronic acids are efficiently converted to the corresponding sulfinate salts, which can be further elaborated to valuable sulfonyl-containing groups, including sulfones, sulfonamides, sulfonyl fluorides, and sulfonate esters. The catalyst loading can be reduced to 2.5 mol ?% on a gram scale. This practically simple protocol tolerates an unprecedented range of pharmaceutically relevant and electron-poor (hetero)aryl boronic acids, allowing the direct synthesis of active pharmaceutical ingredients.

Copper-Catalyzed Synthesis of Activated Sulfonate Esters from Boronic Acids, DABSO, and Pentafluorophenol

The synthesis of pentafluorophenyl (PFP) sulfonate esters based on the Pd-catalyzed sulfination of aryl and heteroaryl boronic acids is reported. The sulfinate intermediates are converted in situ to the corresponding sulfonate esters using a copper-catalyzed oxidative process, providing a broad range of PFP esters in good yields.

Direct Synthesis of Sulfonamides and Activated Sulfonate Esters from Sulfonic Acids

A general new method for the preparation of sulfonamides and activated sulfonate esters by the direct coupling of sulfonic acid salts with amines and alcohols using the reagent triphenylphosphine ditriflate is described. A new reusable polymer-supported reagent for these transformations under heterogeneous conditions is also described. These methods provide a fundamentally new approach to making small molecules containing the sulfonamide functional group. Copyright