129159-23-5Relevant academic research and scientific papers
Synthesis of optically active (2-fluoroacyl)benzenes
Fritz-Langhals, Elke
, p. 1805 - 1807 (1999)
Optically active (2-fluoroacyl)benzenes 1 which form a new class of compounds can be easily prepared from optically active 2-fluorocarboxylic acid chlorides 2 in high optical yield via Friedel-Crafts reaction using anhydrous iron trichloride as catalyst.
Diethylaminosulphur Trifluoride (DAST) as an Effective Reagent for Preparation of Methyl 2-Arylpropanoates from 1-Aryl-1,1-dimethoxypropan-2-ols
Yamauchi, Takayoshi,Hattori, Kaneaki,Ikeda, Shun-ichi,Tamaki, Kentaro
, p. 1683 - 1685 (1990)
Treatment of dimethylacetals of aryl 1-hydroxyethyl ketones (Ar= Ph, 4-PhC6H4, 4-BuiC6H4, 4-MeOC6H4, 4-BrC6H4, 6-MeOnaphthalen-2-yl) with diethylaminosulphur trifluoride (DAST) affords smoothly the methyl 2-arylpropanoates in good yield via aryl-group migration.On the other hand, treatment of aryl 1-hydroxyethyl ketones with DAST gives the corresponding aryl 1-fluoroethyl ketones (Ar= Ph, 4-PhC6H4, 4-BuiC6H4) in high yield.
Bench-Stable Electrophilic Fluorinating Reagents for Highly Selective Mono- and Difluorination of Silyl Enol Ethers
Adachi, Akiya,Aikawa, Kohsuke,Ishibashi, Yuichiro,Nozaki, Kyoko,Okazoe, Takashi
supporting information, p. 11919 - 11925 (2021/07/02)
Efficient methods for the synthesis of fluorinated compounds have been intensively studied, recently. Development of practical fluorinating reagents is indispensable for this purpose. Herein, bench-stable electrophilic fluorinating reagents were synthesized as N-fluorobenzenesulfonimide (NFSI) substitutes. Reagents obtained by replacing one of the NFSI sulfonyl groups with an acyl group led to the highly selective monofluorination of silyl enol ethers with suppression of undesired overreaction, that is, difluorination. On the other hand, reagents bearing electron-withdrawing substituents at NFSI benzenesulfonyl groups efficiently facilitated the difluorination of silyl enol ethers under base-free conditions. Thus, both mono- and difluorinated target materials were prepared from the same substrate.
