125575-35-1Relevant articles and documents
Palladium-Catalyzed Cross-Coupling of Ethyl Bromodifluoroacetate with Aryl Bromides or Triflates and Cross-Coupling of Ethyl Bromofluoroacetate with Aryl Iodides
Xia, Tingting,He, Lei,Liu, Yahu A.,Hartwig, John F.,Liao, Xuebin
supporting information, p. 2610 - 2613 (2017/05/24)
A palladium-catalyzed Negishi cross-coupling reaction of ethyl bromodifluoroacetate with aryl bromides or aryl triflates to construct C(sp2)-CF2 bonds is described. The reaction was conducted under mild reaction conditions, and no preparation of organozinc reagents is required. This is the first report encompassing the conversion of aryl triflates into products containing C-CF2 bonds. In addition, the construction of C(sp2)-CHF bonds was achieved under mild conditions via a cross-coupling of aryl iodides with ethyl bromofluoroacetate.
Copper-catalyzed innate ethoxycarbonyldifluoromethylation of electron-rich arenes
Belhomme, Marie-Charlotte,Bayle, Alexandre,Poisson, Thomas,Pannecoucke, Xavier
supporting information, p. 1719 - 1726 (2015/05/27)
We report the direct introduction of the CF2CO2Et moiety into electron-rich arenes. The copper-catalyzed process uses commercially available and inexpensive BrCF2CO2Et as a fluorinated building block. This radic
Catalytic decarboxylative fluorination for the synthesis of Tri- and difluoromethyl arenes
Mizuta, Satoshi,Stenhagen, Ida S.R.,O'Duill, Miriam,Wolstenhulme, Jamie,Kirjavainen, Anna K.,Forsback, Sarita J.,Tredwell, Matthew,Sandford, Graham,Moore, Peter R.,Huiban, Mickael,Luthra, Sajinder K.,Passchier, Jan,Solin, Olof,Gouverneur, Véronique
supporting information, p. 2648 - 2651 (2013/07/11)
Treatment of readily available α,α-difluoro- and α-fluoroarylacetic acids with Selectfluor under Ag(I) catalysis led to decarboxylative fluorination. This operationally simple reaction gave access to tri- and difluoromethylarenes applying a late-stage fluorination strategy. Translation to [18F]labeling is demonstrated using [ 18F]Selectfluor bis(triflate), a reagent affording [ 18F]tri- and [18F]difluoromethylarenes not within reach with [18F]F2.
ELECTRFLUORATION EN POSITION BENZYLIQUE DANS LE SULFOLANE
Laurent, Eliane,Marquet, Bernard,Tardivel, Robert
, p. 115 - 126 (2007/10/02)
The use of sulfolane as a solvent instead of acetonitrile in the electrofluorination of benzylic derivatives 1, (R=H, Cl) gives greater yields of benzylic fluorides 2, since the formation of acetamide byproducts 4 is prevented.However, the parallel fluorination of the aromatic nucleus is not avoided under these conditions.
MONO ET DIFLUORATION ELECTROCHIMIQUES DE GROUPES BENZYLIQUES
Laurent, Eliane,Marquet, Bernard,Tardivel, Robert
, p. 4431 - 4444 (2007/10/02)
Anodic oxidation of benzylic compounds 1 using CH3CN as a solvent and Et3N,3HF as a fluorinating reagent allowed to introduce a fluorine atom in α position of electron withdrawing group via carbocation 1+ (ECBECN mechanism).Whatever the E group, monofluorides 2 are obtained in good yields from paramethoxy derivatives 1 (R=p-OCH3).In this case, by raising the potential of working electrode after the monofluorination step, gem difluorides 3 can be directly prepared from 1.When the substituent of the phenyl ring is different of a methoxy group, a mixture of fluoride 2 and acetamide 4 is generally obtained and the ratio of these two compounds is related to cation stability.