Palladium-catalysed Synthesis of α-Diallylated Ketosulphides of Benzothiazole and their Transformation into Diallyl Thiiranes and Trienes

Article abstract of DOI:10.1016/0040-4039(94)02204-O

α-Ketosulphides of benzothiazole 1 react with allylic carbonates in the presence of palladium acetate in dichloromethane under mild conditions affording α,α-diallylated ketosulphides 2 in high yields.Reduction of 2 with sodium borohydride in isopropanol gives episulphides which in turn can be transformed almost quantitatively into trienes.