49833-30-9Relevant academic research and scientific papers
Reaction of Arynes with Vinyl Sulfoxides: Highly Stereospecific Synthesis of ortho-Sulfinylaryl Vinyl Ethers
Li, Yuanming,Studer, Armido
, p. 666 - 669 (2017/02/10)
The reaction of in situ generated arynes with aryl vinyl sulfoxides provides ortho-arylsulfinylaryl vinyl ethers via aryne σ-bond insertion into the S-O-bond and concomitant stereospecific S-O-vinyl migration. The cascade allows preparing di- or trisubsti
Effect of Catalyst and Solvent on the Stereochemistry of Diels-Alder Reactions Between Cyclopentadiene and 3-Phenylsulfinylprop-2-enoic Acids and Methyl Esters
Proust, Simone M.,Ridley, Damon M.
, p. 1677 - 1688 (2007/10/02)
In Diels-Alder reactions between cyclopentadiene and the isomeric 3-phenylsulfinylprop-2-enoic acids and methyl esters, greatest stereoselectivity (94percent d.e.) results when methyl (Z)-3-phenylsulfinylprop-2-enoate (7) and benzene solvent are used.The
Chemistry of Sulfenic Acids. 1. Synthesis of Trimethylsilyl Arenesulfenates (Arenesulfenic Acids)
Davis, Franklin A.,Rizvi, Syed Q. A.,Ardecky, Robert,Gosciniak, Donald J.,Friedman, Arthur J.,Yocklovich, Steven G.
, p. 1650 - 1653 (2007/10/02)
Trimethylsilyl arenesulfenates (5), masked sulfenic acids, are prepared in low yield by trapping the intermediate arenesulfenic acid generated by thermolysis of the corresponding N-benzylidenarenesulfinamide (4) with chlorotrimethylsilane-hexamethyldisilazane.Attempts to prepare 5 by oxidation of trialkyl(phenylthio)silanes (8) with 2-(benzenesulfonyl)-3-phenyloxaziridine (11), an aprotic oxidizing reagent, gave instead the previously unknown trialkylsilyl benzenesulfinates (12).These results are attributed to the enhabced nucleophilicity (α effect) of the intermediate trialkylsilyl arenesulfenate ester.
