72863-23-1Relevant academic research and scientific papers
Palladium-Catalyzed Allylic Sulfinate-Sulfone Rearrangements
Hiroi, Kunio,Makino, Kunitaka
, p. 1727 - 1737 (2007/10/02)
Upon treatment with a zero-valent palladium catalyst, tetrakis(triphenylphosphine)palladium, in tetrahydrofuran under mild conditions allylic p-toluenesulfinates underwent α- or γ-rearrangements of the sulfonyl group via ionic intermediates to give allylic sulfones.The regiochemistry of the rearrangements depends on the character of the intermediary allylic cationic carbons generated and the steric hindrance involved therein.Keywords - allylic sulfinate; allylic sulfone; palladium catalyst; sulfinate-sulfone rearrangement; regiochemistry; tetrakis(triphenylphosphine)palladium.
SINGLE-STEP PREPARATION OF ALLYLIC SULFIDES HAVING 1-PHENYLTETRAZOLE-5-THIO GROUP FROM ALLYLIC ALCOHOLS USING S,S'-BIS(1-PHENYL-1H-TETRAZOL-5-YL) DITHIOCARBONATE AND REACTIONS INVOLVING THE ALLYLIC SULFIDES
Takeda, Kazuyoshi,Tsuboyama, Kanoko,Torii, Katsumi,Murata, Maki,Ogura, Haruo
, p. 4105 - 4108 (2007/10/02)
The reaction of allylic alcohols and S,S'-bis(1-phenyl-1H-tetrazol-5-yl) dithiocarbonate (1) gave allylic sulfides having 1-phenyltetrazole-5-thio group in a single step.Furthermore, these allylic sulfides could be applied to carbon-carbon bond and carbon-sulfur bond formations by using Grignard reagents or carbanions in the presence of catalytic amount of copper(I) bromide or palladium (0), respectively.
Asymmetric Induction Reactions. III. Palladium-Catalyzed Asymmetric Sulfonylations of Allylic Sulfinates and Acetates with Chiral Phosphine Ligands
Hiroi, Kunio,Makino, Kunitaka
, p. 1744 - 1749 (2007/10/02)
Treatment of allylic (+/-)-p-toluenesulfinate with tetrakis(triphenlphosphine)palladium in the presence of chiral phosphine ligands resulted in allylic sulfinate-sulfone rearrangements to give the corresponding optically active allylic sulfones in high op
SYNTHESES A L'AIDE DE SULFONES. XXIII. SUR LA SELECTIVITE DE LA SYNTHESE DES DULFONES ALLYLIQUES
Julia, Marc,Nel, Maurice,Righini, Anne,Uguen, Daniel
, p. 113 - 120 (2007/10/02)
The role of the palladium ligands on the yield and regioselectivity of the reaction of conjugated dienes with arenesulphinic acids (or of allylic acetates with sodium arenesulphinates) has been investigated.Arenesulphinic acids catalyse the isomerisation of allylic sulphones.
REGIO- AND STEREOCONTROLLED SYNTHESIS OF ALLYLIC p-TOLYL SULFONES CATALYZED BY PALLADIUM (0) COMPLEX
Inomata, Katsuhiko,Yamamoto, Taku,Kotake, Hiroshi
, p. 1357 - 1360 (2007/10/02)
The reaction of allyl esters with sodium p-tolylsulfinate in tetrahydrofuran and methanol catalyzed by Pd(PPh3)4 gave the regio- and stereocontrolled allylic p-tolyl sulfones in good yields at room or lower temperature.
