1404225-72-4

Upstream product

• 677-25-8 ethylenesulfonyl fluoride 
• 17376-04-4 2-phenethyl iodide 
• 88107-02-2 4-phenylbutane-1-sulfonyl chloride 
• 3360-41-6 4-phenyl-butan-1-ol 
• 64283-87-0 4-phenyl-1-iodobutane 

Relevant academic research and scientific papers

Method for preparing alkyl sulfonyl fluoride

The invention relates to a method for preparing alkyl sulfonyl fluoride, wherein the reducing active ester converted from alkyl carboxylic acid is a raw material, the sulfur dioxide substitution reagent is a sulfur dioxide source, and the electrophilic fluorinating reagent is a fluorine source. Compared with the prior art, the synthesis method is simple, has the selectivity of in-situ introduction of the sulfonyl fluoride group and high yield, and is easy to implement large-scale production.

An Easy, General and Practical Method for the Construction of Alkyl Sulfonyl Fluorides

A visible light-induced reductive addition of 1°, 2° and 3° alkyl iodides to ethenesulfonyl fluoride, employing Hantzsch ester as a hydrogen source at room temperature was developed. This method featured a wide substrate scope and great functional group compatibility, providing facile and robust process to alkyl sulfonyl fluorides including enzyme inhibitors, natural products and drugs derivatives in up to 99percent yield. Further derivatization of resultant aliphatic sulfonyl fluorides was also achieved through sulfur fluoride exchange (SuFEx) reactions to deliver sulfonates and sulfonamides as privileged motifs for medicinal chemistry. (Figure presented.).

Sulfonyl fluoride inhibitors of fatty acid amide hydrolase

Sulfonyl fluorides are known to inhibit esterases. Early work from our laboratory has identified hexadecyl sulfonylfluoride (AM374) as a potent in vitro and in vivo inhibitor of fatty acid amide hydrolase (FAAH). We now report on later generation sulfonyl