36219-91-7Relevant academic research and scientific papers
Sodium iodide-mediated synthesis of vinyl sulfides and vinyl sulfones with solvent-controlled chemical selectivity
Liu, Congrong,Wu, Gongde,Xu, Jin
, p. 35156 - 35160 (2021/11/30)
Vinyl sulfides and vinyl sulfones are ubiquitous structures in organic chemistry because of their presence in natural and biologically active compounds and are very frequently encountered structural motifs in organic synthesis. Herein we report an efficie
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).
The Preparation of β-Fluoro Thioethers
Purrington, Suzanne T.,Correa, Itzela D.
, p. 1080 - 1083 (2007/10/02)
Addition of benzenesulfenyl chloride to electron-rich olefins in the presence of silver produces β-fluoro thioethers.The trans adducts could also be prepared from β-chloro thioethers and silver fluoride.
Elimination and Addition Reactions. Part 37. A Comparative Study of Electronic, Steric , and Solvent Effects upon Reactivity in Additions of Benzenesulphenyl Chloride to Alkenes
Jones, G. Alun,Stirling, Charles J. M.,Bromby, Norman G.
, p. 385 - 394 (2007/10/02)
Rates of additions of benzenesulphenyl chloride to 35 alkenes in several solvents have been measured, and the products of the reactions have in most cases been identified.Results for arylalkenes broadly confirm previous work, but the responses to solvent change are not uniform throughout.The reactivity of bridged cycloalkanes is substantially greater than that of cycloalkenes, but that of cyclo-pentadiene dimer is anomalously small.For allylic substrates, the correlation of electron density at the double bond with reactivity is shown by a rectilinear relationship between log k and ?I.Allyl iodide and allyl alcohol are anomalously more reactive than this correlation would predict; this is accounted for by solvation and by internal solvation effects respectively.
