Disulfides were reduced by the Sm/NiCl2 or Sin/NiCI_2 6H_2O system to generate thiolateanion. which reacted further with anhydrides or acyl chlorides to afford thiolesters in good yieldsunder mild and neutral conditions.
Phenylthiotrimethylsilane is reduced hy samarium diiodide to yield samarium phenylthiolate. This new thiolate anion species reacts with acyl chlorides mildly to give thiolesters in good yields.
α-Selenoesters and α-thiolesters are synthesized via reactions of α-bromoesters with diselenides and disulfides promoted by Sm/SbCl3 system in aqueous media in moderate to good yields.
The α-acetyl ketene dithioacetals 2, which bear various alkylthio groups, are a kind of important intermediates in organic synthesis. In this paper, dithioacetals 2 were prepared in very high yields (90%—100%) via t...The α-acetyl ketene dithioacetals 2, which bear various alkylthio groups, are a kind of important intermediates in organic synthesis. In this paper, dithioacetals 2 were prepared in very high yields (90%—100%) via the deacetylation reaction of the corresponding α,α-diacetyl ketene dithioacetals 1 in the presence of concentrated sulfuric acid. This reaction involves an %in-situ% electrophilic addition-deacetylation mechanism and shows the nucleophilicity of the α-carbon atom in α-oxo ketenedithioacetals. Meanwhile, when the reaction time was prolonged to 22—25 h, the β-keto thiolesters 3a and 3c were produced in good yields.展开更多
文摘Disulfides were reduced by the Sm/NiCl2 or Sin/NiCI_2 6H_2O system to generate thiolateanion. which reacted further with anhydrides or acyl chlorides to afford thiolesters in good yieldsunder mild and neutral conditions.
文摘Phenylthiotrimethylsilane is reduced hy samarium diiodide to yield samarium phenylthiolate. This new thiolate anion species reacts with acyl chlorides mildly to give thiolesters in good yields.
文摘α-Selenoesters and α-thiolesters are synthesized via reactions of α-bromoesters with diselenides and disulfides promoted by Sm/SbCl3 system in aqueous media in moderate to good yields.
文摘The α-acetyl ketene dithioacetals 2, which bear various alkylthio groups, are a kind of important intermediates in organic synthesis. In this paper, dithioacetals 2 were prepared in very high yields (90%—100%) via the deacetylation reaction of the corresponding α,α-diacetyl ketene dithioacetals 1 in the presence of concentrated sulfuric acid. This reaction involves an %in-situ% electrophilic addition-deacetylation mechanism and shows the nucleophilicity of the α-carbon atom in α-oxo ketenedithioacetals. Meanwhile, when the reaction time was prolonged to 22—25 h, the β-keto thiolesters 3a and 3c were produced in good yields.
