2007
DOI: 10.1016/j.tetlet.2007.08.065
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A practical synthesis of aryl tetrafluoroethyl ethers via the improved reaction of phenols with 1,2-dibromotetrafluoroethane

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Cited by 22 publications
(18 citation statements)
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“…The synthesis of TFVE compounds (Scheme 4) involves fluoroalkyl incorporation in the first step, with reported yields for this first step ranging from 22 to 98%: 22%, 85.4%, 77.9%, 98% [8]; 41%, 42% [29]; 95% [30]; 50% [10]; 72% [9]; 70% [14]; 40.9% [31]. The overall yield of TFVE monomers derived from bisphenols are reported to range from 27 to 55%: 54.5% [8]; 32.8%, 42.8% [29]; 60%, 81% [13]; 27% [10]; 23% [31].…”
Section: Ab-type Monomer Synthesis and Characterizationmentioning
confidence: 99%
“…The synthesis of TFVE compounds (Scheme 4) involves fluoroalkyl incorporation in the first step, with reported yields for this first step ranging from 22 to 98%: 22%, 85.4%, 77.9%, 98% [8]; 41%, 42% [29]; 95% [30]; 50% [10]; 72% [9]; 70% [14]; 40.9% [31]. The overall yield of TFVE monomers derived from bisphenols are reported to range from 27 to 55%: 54.5% [8]; 32.8%, 42.8% [29]; 60%, 81% [13]; 27% [10]; 23% [31].…”
Section: Ab-type Monomer Synthesis and Characterizationmentioning
confidence: 99%
“…2-Bromo-1,1,2,2-tetrafluoroethyl compounds were prepared by using previously known methods (Scheme 3) [12][13][14]. Deoxyfluorination of 2-bromo-2,2-difluoroacetophenones with diethylaminosulfur trifluoride (DAST) readily gave (2-bromo-1,1,2,2-tetrafluoroethyl)arenes 8a [12] and 8b.…”
Section: Resultsmentioning
confidence: 99%
“…Using anhydrous potassium, or preferably, cesium carbonate as a base in dry DMSO the substitutions were completed in short time to afford high yields of the desired 2-bromotetrafluoroethyl ethers 3a-d with only trace amounts of the bromine reduction products 4a-d. Reduction of compounds 3a-d with zinc dust in acetic acid gave aryl tetrafluoroethyl ethers 4a-d [8].…”
Section: Reactions With Phenoxides and Thiophenoxidesmentioning
confidence: 99%