215813-56-2Relevant academic research and scientific papers
Reductive dimerization of dithianylium salts and fluorodesulfuration: A new synthetic approach to tetrafluoroethylene substructures
Kirsch, Peer,Lenges, Marc,Ruhl, Andreas,Sevenard, Dmitri V.,R?schenthaler, Gerd-Volker
, p. 1025 - 1029 (2004)
The reductive dimerization of dithianylium ions, followed by oxidative fluorodesulfuration, opens a convenient access to a variety of 1,2-disubstituted tetrafluoroethylene derivatives. A similar method leads to hexafluorodiacetyl, a potential building blo
Photocatalytic Reductive Radical-Polar Crossover for a Base-Free Corey–Seebach Reaction
Crespi, Stefano,Donabauer, Karsten,K?nig, Burkhard,Murugesan, Kathiravan,Rozman, Ur?a
supporting information, p. 12945 - 12950 (2020/09/23)
A metal-free generation of carbanion nucleophiles is of prime importance in organic synthesis. Herein we report a photocatalytic approach to the Corey–Seebach reaction. The presented method operates under mild redox-neutral and base-free conditions giving the desired product with high functional group tolerance. The reaction is enabled by the combination of photo- and hydrogen atom transfer (HAT) catalysis. This catalytic merger allows a C?H to carbanion activation by the abstraction of a hydrogen atom followed by radical reduction. The generated nucleophilic intermediate is then capable of adding to carbonyl electrophiles. The obtained dithiane can be easily converted to the valuable α-hydroxy carbonyl in a subsequent step. The proposed reaction mechanism is supported by emission quenching, radical–radical homocoupling and deuterium labeling studies as well as by calculated redox-potentials and bond strengths.
1,3-Diphenylpropane-1,3-diamines XII [1]. A novel approach to stereodefined oximes and oxime ethers of monothioketalized 1,3-diketones and their conversion to 3-aminooximes
Kaiser, Alexander,Wiegrebe, Wolfgang
, p. 937 - 952 (2007/10/03)
Mono-O,O-and mono-S,S-ketals of 1,3-diphenylpropane-1,3-diones react with hydroxylamine hydrochloride and O-methylhydroxylamine hydrochloride affording mixtures of (E/Z) isomers which are hard to separate or are even unseparable. Isomerically pure oximes
