134681-72-4Relevant academic research and scientific papers
Electrochemical Vicinal Difluorination of Alkenes: Scalable and Amenable to Electron-Rich Substrates
Doobary, Sayad,Sedikides, Alexi T.,Caldora, Henry P.,Poole, Darren L.,Lennox, Alastair J. J.
supporting information, p. 1155 - 1160 (2019/12/11)
Fluorinated alkyl groups are important motifs in bioactive compounds, positively influencing pharmacokinetics, potency and conformation. The oxidative difluorination of alkenes represents an important strategy for their preparation, yet current methods are limited in their alkene-types and tolerance of electron-rich, readily oxidized functionalities, as well as in their safety and scalability. Herein, we report a method for the difluorination of a number of unactivated alkene-types that is tolerant of electron-rich functionality, giving products that are otherwise unattainable. Key to success is the electrochemical generation of a hypervalent iodine mediator using an “ex-cell” approach, which avoids oxidative substrate decomposition. The more sustainable conditions give good to excellent yields in up to decagram scales.
Synthesis of ethers from carbonyl compounds by reductive etherification catalyzed by iron(III) and silyl chloride
Savela, Risto,Leino, Reko
, p. 1749 - 1760 (2015/06/16)
A simple iron- and silyl chloride catalyzed method for the preparation of symmetrical and nonsymmetrical ethers is presented. Various aldehydes and ketones were reductively etherified by using triethylsilane as a reducing agent in the presence of 2 mol% of iron(III) oxo acetate and 8 mol% of chloro(trimethyl)silane. The reactions can be carried out at ambient temperatures and pressures with ethyl acetate as the solvent.
One-step reductive etherification of 4-[18F]fluoro-benzaldehyde with decaborane
Funke, Uta,Jia, Hongmei,Fischer, Steffen,Scheunemann, Matthias,Steinbach, Joerg
, p. 745 - 755 (2007/10/03)
Reductive coupling reactions between 4-[18F]fluoro-benzaldehyde ([18F]1) and different alcohols by use of decaborane (B 10H14) as reducing agent have the potential to synthesize 4-[18F]fluoro-benzylet
