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The review describes thiophilic reactions of thiocarbonyl compounds with C‐ and S‐nucleophiles. They occur more frequently than has been supposed up to now, especially between vicinal thiocarbonyl systems and S‐nucleophiles. A general relation between thiophilic reactions and the redox behaviour of the system and a possibility to estimate approximately the thiophilic properties are discussed. Some conclusions for the synthesis and the behaviour of thiocarbonyl compounds are drawn.
Claisen Condensations with Selected Dithioesters.Synthesis of Special 3-Methylthio-acrylonitriles.-Claisen condensation of (I) with the CH-acidic derivatives (II) leads to the methylthio-acrylonitriles of type (IV) in the presence of NaH or under phase-transfer conditions. The analogues (V) are obtained similarly (yield 59-75%). With excess of (VII) (VIII) is obtained. The orange crystals of (XI) are available analogously. - (MAYER, R.; HARTENHAUER, H.; GRUNER, M.; J. Prakt. Chem. 333 (1991) 1, 35-40; Sekt. Chem., TU Dresden, O-8027 Dresden, Fed. Rep. Ger.; DE)
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