- Preparation of thioethers using SN1-active halides and zinc mercaptides
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SN1-Active (tertiary alkyl, allylic and benzylic) halides react with zinc mercaptides, prepared in situ by contacting mercaptans with either zinc carbonate or zinc sulphide, under optimised conditions, to afford thioethers in moderate to very good yields (50-95 percent). The method is particularly useful for the preparation of thioethers with at least one bulky alkyl group.
- Srinivas, S.,Srinivas, P.,Gurudutt, K. N.
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p. 1174 - 1176
(2007/10/03)
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- γ-lodothioethers as a source of sulfurcontaining radicals: Reaction with electrophilic olefins
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The reaction of several y-iodothioethers (1) with different electrophilic olefins (2), tributyltin chloride and sodium borohydride in the presence of a catalytic amount of AIBN yielded, after treatment with a saturated aqueous solution of sodium fluoride, a mixture of the expected addition products (3) and the corresponding reduced thioethers (4), which can be easily separated chromatographically. Springer-Verlag Iberica 1996.
- Foubelo, Francisco,Gutierrez, Ana Maria
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p. 280 - 284
(2007/10/03)
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- Low pressure hydrogenation of unsaturated sulphides with homogeneous and heterogeneous ruthenium catalysts
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Ru2O·nH2O and [Ru3O(AcO)6(H2O)3]+AcO- were examined for catalytic activity in the hydrogenation of a series of unsaturated sulphides under heterogeneous and homogeneous conditions, respectively. By the appropriate combination of these two methodologies, a number of saturated sulphides could be synthesized in satisfactory to good yields, thus minimizing side reactions.
- Cere, Vanda,Massaccesi, Franco,Pollicino, Salvatore,Ricci, Alfredo
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p. 899 - 907
(2007/10/03)
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- 3-Lithiopropyl tert-Butyl Thioether: A New γ-Functionalised Organolithium Compound (d3-Reagent) in Synthetic Organic Chemistry
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The reaction of 3-bromo or 3-chloropropyl tert-butyl thioether (1a or 1'a) with and excess of lithium powder and a catalytic amount of naphthalene (2.5 mol percent) in THF at -78 deg C followed by treatment with an electrophile (H2O, D2O, Me2S2, CO2) at the same temperature leads, after hydrolysis, to the expected products 2.ALternatively the process can be carried out under Barbier-type reaction conditions tCHO, PhCHO, Me2CO, (CH2)4CO, (CH2)5CO, PhCOMe, c-C3H5COPh> and using DTBB as the arene catalyst at 0 deg C.De-tert-butylation of products 2 with mercury(II) acetate and sulfhydric acid yields different sulfurated derivatives depending on the structure of the starting thioether.
- Almena, Juan,Foubelo, Francisco,Yus, Miguel
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p. 11883 - 11890
(2007/10/02)
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- Preparation of Alkanesulfenamides by Selective Elimination of t-Butyl Group in S-Alkyl-S-t-butylsulfilimines
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N-Tosylalkanesulfenamides have been prepared via the reaction of alkyl halides with 2-methyl-2-propanethiolate followed by S-imination with chloramine T and the thermolysis.This method comprises the use of selective elimination of t-butyl group in S-alkyl
- Yamamoto, Tamotsu,Kakimoto, Masa-aki,Maejima, Takeshi,Okawara, Makoto
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p. 1249 - 1250
(2007/10/02)
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