19326-95-5Relevant academic research and scientific papers
Regioselective Chlorothiolation of Alkenes with Sulfonyl Chlorides
Wei, Jingjing,Liang, Shuaishuai,Jiang, Lvqi,Mumtaz, Yasir,Yi, Wen-Bin
, p. 977 - 984 (2019/12/25)
Newly developed sulfonyl chloride-based regioselective chlorothiolation of alkenes has been disclosed; the reaction is compatible with a variety of functional groups and can be scaled up to the gram scale with no loss in yield. The employment of readily a
A new method for the activation of ethyl benzenesulfenate in electrophilic addition reactions
Zyk,Gavrilova, A. Yu.,Mukhina,Bondarenko,Zefirov
experimental part, p. 2572 - 2578 (2010/05/02)
Reactions of unsaturated compounds with the PhSOEt-SOHal2 and PhSOEt-Me3SiHal systems (Hal = Cl or Br) were proposed as a new route to haloalkyl phenyl sulfides. With acyclic and mono- and bicyclic alkenes and dienes as examples, the
REACTIVITY OF STYRENES IN ELECTROPHILIC ADDITION OF BENZENESULFENYL CHLORIDE
Samuilov, Ya. D.,Gainullin, V. I.,Solov'eva, S. E.,Konovalov, A. I.
, p. 717 - 724 (2007/10/02)
The reactivity of alkene-sulfenyl halide systems is analyzed from the standpoint of the effects of donor-acceptor interaction, stabilization of the partial positive charges in the transition state, and the localization energies on the reactivity.It was sh
REACTIVITY OF α-SUBSTITUTED STYRENES IN DIENE SYNTHESIS REACTIONS OF THE "DIENE-ACCEPTOR, DIENOPHILE-DONOR" TYPE AND ELECTROPHILIC ADDITION OF BENZENESULFENYL CHLORIDE
Samuilov, Ya. D.,Khiavi, Yu.,Gainullin, V. I.,Bukharov, S. V.,Solov'eva, S. E.,Konovalov, A. I.
, p. 946 - 948 (2007/10/02)
The reactivities of α-substituted styrenes in diene synthesis reactions of the "diene-acceptor, dienophile-donor" type with 2,5-dimethoxycarbonyl-3,4-diphenyl-2,4-cyclopentadien-1-one and in the electrophilic addition of benzenesulfenyl chloride vary inve
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.
O-SILYLATED ENOLATES IN ORGANIC SYNTHESIS: SULPHUR-MEDIATED ALKYLATION OF ESTERS WITH ALKENES.
Patel, Shailesh K.,Paterson, Ian
, p. 1315 - 1318 (2007/10/02)
O-Silylated ester enolates can be alkylated, under ZnBr2-catalysis, by the PhSCl-adducts of mono- and di-substituted alkenes to give γ-phenylthioesters, from which sulphur can be removed both reductively and oxidatively.This alkene carbosulphenylation rea
ALKENE CARBOSULPHENYLATION AND CARBOSELENYLATION: THE USE OF ALLYLTRIMETHYLSILANE AND O-SILYLATED ENOLATES.
Alexander, Rikki P.,Paterson, Ian
, p. 5911 - 5914 (2007/10/02)
Allyltrimethylsilane, as well as O-silylated enolates, can be alkylated by the PhSCl adducts of alkenes and vinyl ethers (1, X=SPh); the PhSeCl analogues (1, X=SePh), however, are less useful for alkylation purposes due to competing nucleophilic attack at selenium.
