135206-84-7 | 2,2-Difluoroethyl p-toluenesulfonate

CAS:135206-84-7 | 2,2-Difluoroethyl p-toluenesulfonate ,Description

2,2-Difluoroethyl p-toluenesulfonate (DFTES) is an important organic compound with a wide variety of applications in the chemical and pharmaceutical industries. It is a white crystalline solid with a melting point of 73 °C and a boiling point of 205 °C. DFTES is a versatile reagent used in many chemical reactions, including the synthesis of a variety of compounds, such as drugs and polymers. DFTES is also used in the production of pharmaceuticals, as a catalyst for organic reactions, and as a reagent for the determination of trace metals.
 

Scientific Research Applications

Synthesis of Disubstituted 1,1-Difluoro-1-Alkenes

2,2-Difluoroethyl p-toluenesulfonate has been utilized in the synthesis of disubstituted 1,1-difluoro-1-alkenes. This process involves treating 2,2,2-trifluoroethyl p-toluenesulfonate with lithium diisopropylamide and trialkylboranes, followed by coupling with aryl iodides in the presence of a palladium catalyst. This method yields disubstituted difluoroalkenes effectively (Ichikawa, Moriya, Sonoda, & Kobayashi, 1991).

Creation of Difluorovinyl Carbonyl Compounds

Another application involves the synthesis of 2,2-difluorovinyl carbonyl compounds. This is achieved by treating 2,2,2-trifluoroethyl p-toluenesulfonate with butyllithium and trialkylboranes, then reacting with acyl chlorides or chloroformates in the presence of cuprous iodide (Ichikawa, Hamada, Sonoda, & Kobayashi, 1992).

Facile Synthesis of Disubstituted 1,1-Difluoro-1-Alkenes

This compound is also used in a facile method to synthesize disubstituted 1,1-difluoro-1-alkenes via double transmetalation of 2,2-difluorovinylboranes (Ichikawa, Minami, Sonoda, & Kobayashi, 1992).

Synthesis of Monosubstituted Gem-Difluoroolefins

Another notable application is in synthesizing monosubstituted gem-difluoroolefins. This process involves the treatment of 2,2-difluorovinyl p-toluenesulfonate with zirconocene, followed by a coupling reaction with aryliodides in the presence of a palladium catalyst and zinc iodide (Ichikawa et al., 1996).

Synthesis of α-Fluoro-β-amino Acrylaldehydes

The compound is also used in the synthesis of α-fluoro-β-amino acrylaldehydes, where 2,3,3-trifluoro-1-propenyl p-toluenesulfonate reacts smoothly with various amines in the presence of triethylamine and fluoride ion (Funabiki, Ohtsuki, Ishihara, & Yamanaka, 1994).

Efficient Synthesis of 2,2-Diaryl-1,1-Difluoroethenes

2,2-Difluoroethyl p-toluenesulfonate is also key in synthesizing 2,2-diaryl-1,1-difluoroethenes, a process involving its reaction with aryl iodides in the presence of palladium catalysts and copper iodide (Han & Jeong, 2010).

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