32093-01-9Relevant academic research and scientific papers
Gram-scale synthesis of β-sulfonyl styrenes
Chang, Meng-Yang,Wu, Yan-Shin,Hsiao, Yu-Ting
, p. 4651 - 4658 (2019/02/01)
A simple and gram-scale synthesis of β-sulfonyl styrenes has been developed starting from one-pot PPA (polyphosphoric acid)-catalyzed 1,1-diacetoxylation of arylacetaldehydes (ArCH2CHO) with acetic anhydride (Ac2O) followed by deacetoxylative sulfonylation of the resulting 1,1-diacetate intermediate with sodium sulfinates (RSO2Na) in good yields under solvent-free conditions.
An efficient stereo selective synthesis of benzyl, (benzimidazol-2-yl)- methyl and(6H-imidazo[4,5-e][2,1,3]benzothiadiazol-7-yl)methyl styryl sulfones
Guravaiah, Nalajam,Rao, Vedula Rajeswar
experimental part, p. 83 - 85 (2010/07/03)
A facile and an efficient one-pot synthesis of (E)-styryl sulfones is described by condensation of 2-(chloromethyl)benzimidazoles or 7-(chloromethyl)-6 H-imidazo[4,5-e][2,1,3]benzothiadiazole or benzyl bromides with sodium (E)-styryl sulfinates in DMF gave corresponding styryl sulfones. They have been prepared in good yields, in the absence of any catalyst.
The epoxy-Ramberg-Baecklund reaction (ERBR): A sulfone-based method for the synthesis of allylic alcohols
Evans, Paul,Johnson, Paul,Taylor, Richard J. K.
, p. 1740 - 1754 (2007/10/03)
The epoxy-Ramberg-Baecklund reaction (ERBR) is outlined, in which α,β-epoxy sulfones are converted into a range of mono-, di- and tri-substituted allylic alcohols, on treatment with base. Modification of this method enabled the preparation of enantio-enriched allylic alcohols following the diastereoselective epoxidation of enantio-enriched vinyl sulfones that were accessed efficiently from the chiral pool. The scope, optimisation and limitations of the ERBR as a method for the preparation of allylic alcohols are discussed. Wiley-VCH Verlag GmbH & Co. KGaA, 2006.
The Epoxy-Ramberg-Backlund reaction: A new route to allylic alcohols
Evans, Paul,Taylor, Richard J. K.
, p. 3055 - 3058 (2007/10/03)
A new variant of the Ramberg-Backlund reaction is described, the epoxy-Ramberg-Backlund reaction (ERBR), in which α,β-epoxysulfones, on treatment with base, are converted into a range of mono-, di- and tri-substituted allylic alcohols. The scope and limitations of the ERBR are discussed.
A NEW ROUTE FOR THE SYNTHESIS OF STYRYLBENZYLSULFONES, PRECURSORS OF 1-BENZYLSULFONYL-2-ARYLCYCLOPROPANES
Reddy, M. V. Ramana,Reddy, D. Bhaskar,Reddy, P. V. Ramana,Vijayalaskhmi, S.
, p. 285 - 290 (2007/10/02)
A novel method for the synthesis of E-styrylbenzylsulfones from E-sodium styrylsulfinates and benzyl chlorides has been described.The cyclopropanation of these compounds with dimethylsulfonium methylide gave E-1-benzylsulfonyl-2-arylcyclopropanes in good
DESULFONYLATION OF ARYLMETHANESULFONYL CHLORIDES CATALYZED BY DICLHOROTRIS(TRIPHENYLPHOSPHINE)RUTHENIUM(II)
Kamigata, Nobumasa,Suzuki, Norihiro,Kobayashi, Michio
, p. 139 - 144 (2007/10/02)
Reactions of arylmethanesulfonyl chlorides catalyzed by dichlorotris(triphenylphosphine)ruthenium(II) (1) have been studied.Desulfonylation occurred when arylmethanesulfonyl chlorides were treated with catalytic amounts of the ruthenium(II) catalyst to give chloromethylarene in high yields.No addition of the sulfonyl chloride to olefin was observed when the reaction was carried out in the presence of an equimolar amount of an olefin such as styrene.However, the rate of disappearance of the sulfonyl chloride was accelerated by addition of an olefin.The desulfonylation is assumed to proceed by a redox transfer promoted homolytic mechanism in the coordination sphere of the catalyst.In the presence of large excess of styrenes, arylmethanesulfonyl chlorides added to the olefins to give 1:1 adducts competitively with the desulfonylation yielding chloromethylarenes.
