133745-75-2 | N-Fluorobenzenesulfonimide

CAS:133745-75-2 | N-Fluorobenzenesulfonimide ,Description

N-Fluorobenzenesulfonimide (NFSI) is a fluorinated sulfonimide that has been studied extensively for its potential applications in medicinal chemistry. NFSI is a versatile compound that has been used in a variety of synthetic and biological processes. In particular, its use in in vivo and in vitro studies has been of great interest to researchers. NFSI has been found to have a variety of biological activities, including anti-tumor, anti-inflammatory, and immunomodulatory properties. Additionally, NFSI has been used to study the mechanisms of action of various drugs and their pharmacodynamics. 
 

Scientific Research Applications

Efficient Nitrogen Source for C–N Bond Formation

N-Fluorobenzenesulfonimide has been recognized as an efficient nitrogen source, particularly for the formation of carbon-nitrogen (C–N) bonds. It acts as a source of nucleophilic nitrogen or nitrogen radicals, which are fundamental in various chemical reactions (Li & Zhang, 2014).

Functionalization of C60

The compound has been used in the reaction with C60, leading to the production of various 1,2- and 1,4-bisfullerene adducts. It acts as an oxidant in reactions with cyclic amines, yielding tetraaminoaziridino adducts (Li, Lou, & Gan, 2015).

Catalyst for Synthesis of Isoquinuclidines

N-Fluorobenzenesulfonimide is used as a catalyst in the synthesis of isoquinuclidines, a type of nitrogen-containing compound. This application demonstrates the compound's versatility in facilitating chemical reactions (Wu, He, Deng, & Guan, 2013) .

Copper-catalyzed Intermolecular Aminoazidation of Alkenes

This methodology, employing N-fluorobenzenesulfonimide, offers an efficient approach to vicinal amino azides, a valuable class of amine derivatives. The compound is used as a nitrogen-radical precursor in this process (Zhang & Studer, 2014).

Palladium-catalyzed Diamination of Unactivated Alkenes

N-Fluorobenzenesulfonimide is also used in Pd-catalyzed diamination of alkenes, a process that generates cyclic diamine derivatives. It serves as an aminating reagent in this context (Sibbald & Michael, 2009).

Room-Temperature Decarboxylative Tri- or Tetrafunctionalization

It is employed in the decarboxylative functionalization of alkynyl carboxylic acids, showcasing its role as both an oxidant and amination reagent. This method leads to the production of polyseleno-substituted enamines (Wang, Liu, Wang, Ouyang, & Li, 2018).

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