72856-88-3Relevant academic research and scientific papers
Desilylative Pummerer-like Rearrangement of α-Trimethylsilyl-substituted Sulphoxides and Sulphides: Formation of α-Acyloxy and α-Halogeno Sulphides
Ishibashi, Hiroyuki,Nakatani, Hiroshi,Maruyama, Kazumi,Minami, Kenjiro,Ikeda, Masazumi
, p. 1443 - 1445 (1987)
α-Trimethylsilyl-substituted sulphoxides and sulphides undergo rearrangement with loss of the silyl group when treated respectively with trifluoroacetic anhydride and with N-halogenosuccinimide in the presence of trifluoroacetic acid, giving α-acyloxy sulphides and α-halogeno sulphides.
Monomethylation of Aromatic Rings by Friedel-Crafts Reaction with Chloromethyl Sulfide
Tamura, Yasumitsu,Annoura, Hirokazu,Fuji, Masahiro,Okura, Masami,Ishibashi, Hiroyuki
, p. 540 - 549 (2007/10/02)
A novel method for the introduction of a methyl group into aromatic rings is described.Friedel-Crafts reactions of ethyl α-(chloromethylthio)acetate (3k) and α-chloromethylthio-γ-butyrolactone (3m) with an arene in the presence of stannic chloride gave ethyl α-(arylmethylthio)acetate (6) and α-arylmethylthio-γ-butyrolactone (7), respectively, which were easily converted to the corresponding methylated arene (8) by reductive desulfurization with Raney nickel or zinc dust-acetic acid.Keywords - monomethylation; ethyl α-(chloromethylthio)acetate Friedel-Crafts reaction; α-chloromethylthio-γ-butyrolactone Friedel-Crafts reaction; ethyl α-(arylmethylthio)acetate; α-arylmethylthio-γ-butyrolactone; methylated arene; reductive desulfurization; Raney nickel; zinc dust-acetic acid
SYNTHESIS AND CONFIGURATIONAL STUDIES OF ARYL CYCLOPROPYL SULFONES
Reddy, D. Bhaskar,Balaji, T.,Reddy, B. Venkataramana
, p. 297 - 306 (2007/10/02)
The cycloaddition of arylthiocarbenes to styrene gave stereospecifically cis-1-(arylthio)-2-phenylcyclopropanes, which were subsequently oxidized to the corresponding sulfones.The cyclopropanation of α,β-unsaturated sulfones with dimethylsulfonium methylide yielded stereoselectively trans-1-(arylsulfonyl)-2-arylcyclopropanes.The configurational assignments of these compounds have been arrived at on the basis of IR and PMR spectral data.Chemical shifts for ring protons and other substituents reveal that all the substituents tend to cause protons cis to them to appear at higher fields than those trans to them.This has been used as a criterion to distinguish between cis and trans aryl cyclopropyl sulfones.
