246228-97-7

Usage

Uses

Used in Organic Synthesis:
2,5-Cyclohexadien-1-one,4-fluoro-4-(1-methylethyl)-(9CI) is used as a building block in organic synthesis for creating new molecules with potential biological activities.
Used in Medicinal Chemistry:
2,5-Cyclohexadien-1-one,4-fluoro-4-(1-methylethyl)-(9CI) is used as a building block in medicinal chemistry for the development of pharmaceuticals and other chemical products. Its structure suggests that it may have potential uses in this field.

Upstream product

• 99-89-8 4-Isopropylphenol 
• 4132-48-3 1-methoxy-4-(1-methylethyl)benzene 

Relevant academic research and scientific papers

Fluorination of 4-alkyl-substituted phenols and aromatic ethers with fluoroxy and N-F reagents: Cesium fluoroxysulfate and N-fluoro-1,4-diazonia- bicyclo[2.2.2]octane dication salts case Dedicated to Prof. Dr. Boris ?emva in honor to his great contribution to fluorine chemistry.

4-Alkyl-substituted phenols and aromatic ethers were comparatively fluorinated with electrophilic fluorinating reagents such as cesium fluoroxysulfate (CFS), Selectfluor F-TEDA-BF4, and Accufluor NFTh in MeCN or MeOH. Reactions resulted in the formation of three types of products: 2-fluoro-4-alkyl-substituted corresponding compounds (5) as a result of ortho fluorination process, 4-alkyl-4-fluoro-cyclohexa-2,5- dienone compounds (6), resulting after an addition-elimination process, and 4-fluorosubstituted corresponding compounds (7) derived from ipso attack and release of the 4-alkyl group. The distribution of products depends on the bulkiness of alkyl groups at both positions and reaction media. The reaction in methanol proved more selective toward the formation of 2-fluoro derivatives. Tyramin and l-tyrozine were transformed with NFTh reagent in methanol to their fluorophenyl-substituted derivatives in good yield.