107389-66-2Relevant academic research and scientific papers
Reactions of 1,3-Dithiolan-2-ylium and 1,3-Dithian-2-ylium Tetrafluoroborates and Ambident 2-Styryl Derivatives
Klaveness, Jo,Rise, Frode,Undheim, Kjell
, p. 373 - 380 (2007/10/02)
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.
