17841-30-4Relevant articles and documents
Decarbethoxylative Arylation Employing Arynes: A Metal-Free Pathway to Arylfluoroamides
Gupta, Ekta,Kant, Ruchir,Mohanan, Kishor
, p. 6016 - 6019 (2017/11/10)
An efficient, metal-free decarbethoxylative arylation protocol for the synthesis of α-aryl-α-fluoroamides from fluoromalonamates, under ambient reaction conditions using aryne as an electrophilic arylating agent, is reported. This decarbethoxylative arylation proceeds under mild conditions and provides a practical and effective entry to a wide range of α-aryl-α-fluoroacetamides. Interestingly, the use of the tert-butyl ester of fluoromalonamate prevented the otherwise rapid decarboxylation step, affording the arylated fluoromalonamate in moderate yield.
A diastereoselective Mannich-type reaction of α-fluorinated carboxylate esters: Synthesis of β-amino acids containing α-quaternary fluorinated carbon centers
Li, Xiang,Li, Ya,Shang, Huaqi
supporting information, p. 6457 - 6462 (2016/07/15)
We report a diastereoselective Mannich-type reaction of α-alkyl, α-aryl, and α-vinyl fluoroacetates with N-tert-butylsulfinyl imines. This method provides a powerful means to access a broad range of highly functionalized β-amino acids containing α-fluorinated quaternary stereogenic carbon centers. We also show that the stereochemical outcome of the present reaction is highly dependent on the steric and electronic properties of the fluorocarbon nucleophiles. This protocol uses readily available starting materials, tolerates a variety of functional groups, and is operationally simple.
Use of Task-Specific Ionic liquid for selective electrocatalytic fluorination
Sawamura, Takahiro,Kuribayashi, Shunsuke,Lnagi, Shinsuke,Fuchigami, Toshio
supporting information; experimental part, p. 644 - 646 (2010/07/03)
[Chemical equation presented] Highly selective indirect anodic fluorination of organic compounds was successfully carried out for the first time by using a task-specific ionic liquid of iodoarene as a mediator in ionic liquid hydrogen fluoride salts.