- Ketene thioacetals from α-chloromercaptals
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Excellent yields of ketene thioacetals are obtained from 2-(1- chloroalkyl)-1,3-dithiolanes or 2-(1-chloroalkyl)-1,3-dithianes.
- Bellesia,Boni,Ghelfi,Pagnoni
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p. 3179 - 3184
(2007/10/02)
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- PREPARATION OF ALKENYL SULFIDES AND ENAMINES BY ALKYLIDENATION OF CARBOXYLIC ACID DERIVATIVES
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Treatment of S-alkyl thioesters with a reagent prepared from RCHBr2, Zn, TiCl4, and TMEDA in THF at 25 degC gives Z-alkenyl sulfides selectively in good to excellent yields.Using the alkylidenation method, ketene dithioacetals and enamines are produced fr
- Takai, Kazuhiko,Fujimura, Osamu,Kataoka, Yasutaka,Utimoto, Kiitiro
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p. 211 - 214
(2007/10/02)
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- Reactions of 1,3-Dithiolan-2-ylium and 1,3-Dithian-2-ylium Tetrafluoroborates and Ambident 2-Styryl Derivatives
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The ambident 2-styryl-1,3-dithiolan-2-ylium and 2-styryl-1,3-dithian-2-ylium cations react with preferential carbon-carbon bond formation at the β ethylenic carbon when treated with methylmagnesium iodide.In the lithium aluminium hydride reaction, reduction occurs at either electrophilic carbon center.Methanol and thiophenol react selectively with the β carbon of the side chain.The adduct formation with the heteroatom nucleophiles is readily reversed by acid catalysis.In the absence of the styryl group, the nucleophilic addition is at C-2.Dithioketals of symmetric 1,2-divarbonyl derivatives are readily formed by zinc-induced reductive dimerization of 1,3-dithiolan- and 1,3-dithian-2-ylium salts.
- Klaveness, Jo,Rise, Frode,Undheim, Kjell
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p. 373 - 380
(2007/10/02)
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- DEALKYLATIVE DECARBOXYLATION.IV. A NOVEL APPROACH TO KETENE THIOACETALS
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Reaction of 2-carbomethoxy-1,3-dithiane enolate with an equimolar mixture of trimethylacetyl chloride and an aldehyde followed by dealkylative decarboxylation of the resulting pivalate yields ketene thioacetals.
- Belletire, J.L.,Walley, D.R.,Fremont,S.L.
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p. 5729 - 5732
(2007/10/02)
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