133745-75-2 Usage
Uses
Used in Organic Synthesis:
N-Fluorobenzenesulfonimide is used as a fluorinating reagent for the fluorination of aryls, enolates, carbanions, and organolithiums. It is particularly effective in high-yield fluorination reactions.
Used in Asymmetric Fluorination:
In the presence of a Pd-BINAP catalyst system at room temperature in an ionic liquid, NFSi is used as a fluorinating agent for asymmetric fluorinations.
Used in Enantioselective Fluorination:
N-Fluorobenzenesulfonimide is employed in a palladium-catalyzed enantioselective fluorination of t-butoxycarbonyl lactones and lactams, contributing to the production of chiral molecules with a single enantiomer.
Used in Diastereoselective Fluorination:
NFSi is used for diastereoselective fluorination of Li enolates of chiral carboximides, which is crucial for the synthesis of complex organic molecules with specific stereochemistry.
Used in Directed Fluorination:
N-Fluorobenzenesulfonimide is utilized for directed fluorination of ortho-lithiated aromatics, allowing for the selective introduction of fluorine atoms at desired positions in the molecule.
Used in Electrophilic Difluorination:
NFSi is also used in the electrophilic difluorination of dihalopyridines with butyl lithium, enabling the synthesis of various difluorinated compounds.
Used in Conversion of Alcohols:
N-Fluorobenzenesulfonimide is employed in the direct conversion of alcohols to dibenzenesulfonamides with triphenylphosphine, providing a straightforward route to synthesize these compounds.
Check Digit Verification of cas no
The CAS Registry Mumber 133745-75-2 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,3,3,7,4 and 5 respectively; the second part has 2 digits, 7 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 133745-75:
(8*1)+(7*3)+(6*3)+(5*7)+(4*4)+(3*5)+(2*7)+(1*5)=132
132 % 10 = 2
So 133745-75-2 is a valid CAS Registry Number.
InChI:InChI=1/C9H4F6O2/c10-8(11,12)5-2-1-4(7(16)17)3-6(5)9(13,14)15/h1-3H,(H,16,17)
133745-75-2Relevant articles and documents
Comparative studies on the enantioselective fluorination of oxindoles with structurally modified N-fluorobenzenesulfonimides
Zhang, Yan,Yang, Xian-Jin,Xie, Tian,Chen, Guan-Long,Zhu, Wen-Hua,Zhang, Xiao-Qi,Yang, Xue-Yan,Wu, Xin-Yan,He, Xiao-Peng,He, Hao-Ming
, p. 4933 - 4937 (2013/07/25)
Structurally modified N-fluorobenzenesulfonimides (NFSIs) have been used to study the enantioselective fluorination of oxindoles in the presence of a bis-cinchona alkaloid, (DHQD)2PHAL, as the catalyst. We observe that the NFSI analogues bearin
Preparation of (8S)-8-fluoroerythromycins with N-F fluorinating agents
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, (2008/06/13)
(8S)-8-fluoroerythromycins are prepared by reacting 8,9-anhydroerythromycin 6,9-hemiacetals or an N-oxide thereof with a carboxylic acid and an N-F fluorinating agent. The anhydro starting material may be prepared in situ from erythromycins or an N-oxide
Method for preparing N-fluorosulfonimides
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, (2008/06/13)
The present invention relates to a process of preparing N-benzenesulfonimides comprising reacting an alkali metal salt of a sulfonimide with fluorine in the presence of water or water/organic solvent mixtures. N-fluorosulfonimides are useful as fluorinati
N-fluorosulfonimides and their application as fluorinating agents
-
, (2008/06/13)
The invention describes N-fluorosulfonimides which are useful as fluorinating agents. The N-fluorosulfonimides are stable, easily synthesized, and allow the introduction of fluorine into organic compounds under mild conditions.
