67004-77-7Relevant academic research and scientific papers
One-pot dialkylation of allylphenylsulfide induced by aminoalkoxides- activated NaNH2. Application to the synthesis of unsymmetrical ketones
Choppin, Sabine,Gros, Philippe,Fort, Yves
, p. 9261 - 9268 (2007/10/03)
It is shown that the activation of NaNH2 by sodium aminoalkoxides, leading to new superbases, induced an efficient one-pot dialkylation of allylphenylsulfide. The regioselectivity of the reaction (α,α' vs α,γ) was found as strongly dependent on the nature of the alkyl halide. As an application, α,γ dialkylated products were efficiently converted Into the corresponding unsymmetrical ketones.
Synthesis of Alkenes via Peterson Reaction
Ager, David J.
, p. 183 - 194 (2007/10/02)
The α-phenylthiosilanes (2) have been used to prepare the α-silyl anions (1) by reaction with lithium naphthalenide; subsequent condensation with a carbonyl compound gave the alkene (8) via the Peterson reaction.The α-phenylthiosilanes (2) were prepared from n,n-bis(phenylthio)acetals (4) by reaction with lithium naphthalenide and chlorotrimethylsilane.The n,n-bis(phenylthio)acetals (4) were obtained, in turn, from 1,1-bis(phenylthio)acetals (5) by anion formation with butyl-lithium-N,N,N',N'-tetramethylethylenediamine complex in hexane followed by reaction with an alkyl halide.The Peterson reaction was also used to prepare vinyl sulphides (9) and vinyl sulphones (13).
PREPARATION OF 1-ALKENYL PHENYL SULFIDES BY THE NICKEL(II)-COMPLEXES CATALYZED COUPLING REACTION OF 3-METHOXY-1-PHENYLTHIO-1-PROPENE WITH GRIGNARD REAGENTS
Sugimura, Hideyuki,Takei, Hisashi
, p. 1505 - 1508 (2007/10/02)
The reaction of on 3-methoxy-1-phenylthio-1-propene with aryl and primary alkyl Grignard reagents in the presence of nickel(II)-phosphine complex in benzene or toluene proceeded chemo- and regioselectively to give 1-alkenyl phenyl sulfides in high yields.
ELIMINATIVE DEOXYGENATION OF SUBSTITUTED-α-HALOSULFOXIDES
Reutrakul, Vichai,Poochaivatananon, Patcharin
, p. 531 - 534 (2007/10/02)
The reaction of substituted-α-halosulfoxides with TiCl4-Zn in ether gave the corresponding phenyl vinyl sulfides in good yields.
New synthetic routes to vinyl sulfides, ketene thioacetals and their seleno analogues from carbonyl compounds
Denis,Desauvage,Hevesi,Krief
, p. 4009 - 4012 (2007/10/02)
Title compounds have been prepared from carbonyl compounds by formal removal of hydroxyl and sulfenyl or hydroxyl and selenyl moieties from the corresponding functionalized β-hydroxysulfides or β-hydroxyselenides.
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.
