67004-76-6Relevant academic research and scientific papers
Radical Cation Cycloadditions Using Cleavable Redox Auxiliaries
Lin, Shishi,Lies, Shane D.,Gravatt, Christopher S.,Yoon, Tehshik P.
supporting information, p. 368 - 371 (2017/04/21)
The incorporation of an easily oxidized arylsulfide moiety facilitates the photocatalytic generation of alkene radical cations that undergo a variety of cycloaddition reactions with electron-rich reaction partners. The sulfide moiety can subsequently be reductively cleaved in a traceless fashion, affording products that are not otherwise directly accessible using photoredox catalysis. This approach constitutes a novel oxidative “redox auxiliary” strategy that offers a practical means to circumvent a fundamental thermodynamic limitation facing photoredox reactions.
New methods for the preparation of 1-alkenyl ethers and sulfides using di- and tri-thioorthoformates
Rahim, Md. Abdur,Taguchi, Haruhiko,Watanabe, Mikako,Fujiwara, Tooru,Takeda, Takeshi
, p. 2153 - 2156 (2007/10/03)
The treatment of carbonyl compounds with the organotitanium species formed from methoxybis(phenylthio)methane and low valent titanium species Cp2Ti[P(OEt)3]2 gave 1-alkenyl ethers in good yields. 1-Alkenyl sulfides were al
An Efficient Deoxygenation of 1-Alkenyl or Alkyl Phenyl Sulfoxides to the Corresponding Sulfides Mediated by Magnesium in Alcohol
Lee, Ge Hyeong,Choi, Eun Bok,Lee, Eun,Pak, Chwang Siek
, p. 2195 - 2196 (2007/10/02)
An extremely convenient deoxygenation of 1-alkenyl, alkyl, and aryl phenyl sulfoxides with magnesium powder in absolute methanol (or ethanol) afforded the corresponding sulfides in excellent yields.
Hole transfer promoted hydrogenation: One-electron oxidation as a strategy for selective reduction of π-bonds
Mirafzal, Gholam A.,Liu, Jianping,Bauld, Nathan L.
, p. 6072 - 6077 (2007/10/02)
One-electron oxidation is developed as a strategy for selective and efficient reduction of relatively ionizable functionalities, including conjugated dienes, styrenes, vinyl sulfides, aromatics, and even strained σ-bonds. Reduction is highly sensitive to substrate ionizability and permits selective reduction of the more ionizable function in a difunctional context. Ionization of the substrates to cation radicals is effected via the mild hole transfer agent tris(4-bromophenyl)aminium hexachloroantimonate, and subsequent reduction of the cation radicals is accomplished by tributyltin hydride. The new reduction conditions provide a novel route for generating free radicals which may prove useful in the field of radical cyclizations. This is especially attractive in the case of phenyl vinyl sulfides since the phenylthio group, which remains intact subsequent to cyclization, provides versatile functionality for further synthetic operations.
A CONVENIENT MATHOD FOR PREPARATION OF 1-(METHYLTHIO) AND 1-(PHENYLTHIO)VINYLLITHIUM REAGENTS
Takeda, Takeshi,Furukawa, Hiroyuki,Fujiwara, Tooru
, p. 593 - 596 (2007/10/02)
1-(Methylthio) and 1-(phenylthio)vinyllithiums were prepared by the treatment of the corresponding 2-methoxyethyl sulfides with twice molar amounts of butyllithium in the presence of N,N,N',N'-tetramethylethylenediamine (TMEDA). β-Alkylthio-β,γ-unsaturated alcohols were obtained in good yields by the reaction of the lithium salts with aldehydes.
ELONGATION OF CARBONYL COMPOUNDS BY UTILIZING ELECTROREDUCTION AS A KEY STEP
Shono, Tatsuya,Matsumura, Yoshihiro,Kashimura, Shigenori
, p. 1545 - 1548 (2007/10/02)
This transformation of aldehydes, ketones and esters to the next higher homologous aldehydes was accomplished by utilizing electroreductive 1,2-elimination as a key step.
