Selective Hydrothiolation of Organosilicon Compounds

Many research groups around the world have been looking for efficient synthetic methods which would allow introduction of the thioether functionality into unsaturated systems. Hydrothiolation reaction, known also as the thiol-ene or thiol-yne coupling, has attracted significant attention because of its simplicity and practical use in various fields of chemistry and material science. Grzegorz Hreczycho’s research group from the Adam Mickiewicz University in Poznań (Poland) developed the highly selective hydrothiolation of unsaturated organosilicon compounds catalyzed by Sc(OTf)3. The use of allylsilanes led to products that are consistent with Markovnikov’s rule while the application of ethynylsilanes afforded double-addition products – mostly β-dithioacetals.

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