73774-47-7Relevant academic research and scientific papers
Annulative synthesis of benzofurans from general alkenyl sulfoxides and phenols via pummerer/sigmatropic cascade
Hori, Mitsuki,Yanagi, Tomoyuki,Murakami, Kei,Nogi, Keisuke,Yorimitsu, Hideki
, p. 302 - 311 (2019/02/25)
In addition to ketene dithioacetal monoxides that were specially designed and have been used so far, general alkenyl sulfoxides of moderate reactivity have now become applicable as substrates in the trifluoroacetic anhydride-mediated annulation with pheno
REACTIONS OF EPISULPHOXIDES AND EPISULPHIDES WITH ORGANOLITHIUM REAGENTS
Bonini, Bianca F.,Maccagnani, Gaetano,Mazzanti, Germana,Zani, Paolo
, p. 115 - 121 (2007/10/02)
Reactions of aryl-substituted episulphoxides and episulphides with butyl- and phenyllithium, lithium di-isopropyl amide and lithium dimethylcuprate have been examined.The following reaction paths could be observed: a) attack at sulphur leading to olefins with complete retention of configuration at the carbon skeleton; b) attack at proton leading to a vinyl sulphenate in the case of episulphoxides, or to a thiolate anion, in the case of episulphides, trapped as methyl vinyl sulphoxide or methyl vinyl sulphide, respectively; c) attack at carbon, observed only in thereaction of styrene episulphoxide with lithium dimethylcuprate, leading to a saturated sulphenate anion trapped as alkyl methyl sulphoxide.Mechanisms and stereochemistry of these processes are discussed.
Synthesis and Reactions of Phosphoryl-Substituted Sulfines
Porskamp, Pascal A. T. W.,Lammerink, Ben H. M.,Zwanenburg, Binne
, p. 263 - 268 (2007/10/02)
The synthesis of a variety of phosphoryl-substituted sulfines 5 by the reaction of α-silyl carbanions with sulfur dioxide is described.For characterization purposes the prepared sulfines were converted into their cycloadducts 6 with 2,3-dimethyl-1,3-butad
STEREOCHEMISTRY OF ORGANIC SULPHUR COMPOUNDS. Part 13. CONFIGURATIONAL ASSIGNMENT OF DIASTEREOISOMERS OF 2-METHYLSULPHINYL-1,2-DIPHENYLETHANOL AND THEIR O-METHYL AND O-ACETYL DERIVATIVES
Brunet, E.,Ruano, J. L. Garcia,Martinez, M. C.,Rodrigez, J. H.,Alcudia, F.
, p. 2023 - 2034 (2007/10/02)
The synthesis, isolation and conformational analysis of the diastereomeric 2-methylsulphinyl-1,2-diphenylethanol and its O-methyl and O-acetyl derivatives are reported.Chemical correlations and the study of the influence of solvent polarity changes on the coupling constants have permitted the configurational assignment.Lanthanide shift reagents have been used also to this effect.The role of hydrogen bonding in the hydroxysulphoxides has been evaluated in diluted solutions by IR and NMR spectroscopy.A donor-acceptor interaction between oxygen and sulphur has been invoked to explain the differences in conformational behaviuor between epimeric sulphoxides at sulphur atom.
