Alkyl-and arylsulfanyl-substituted unsaturated carbonyl compounds

Abstract

<p>A method for the synthesis of captodative sulfanyl enals, enones and enoates <i>via</i> nucleophilic vinylic substitution of corresponding halogen-bearing derivatives has been developed. The <i>one-pot</i> treatment of the haloenoates, haloenones or haloenals with thiols in the presence of organic base leads either to vicinal dithiosubstituted carbonyl-bearing compound or captodative systems with good to excellent yield. The major reaction direction strongly depends on the type of base used.</p