Elsevier

Tetrahedron Letters

Volume 44, Issue 14, 31 March 2003, Pages 2831-2835
Tetrahedron Letters

An easy access to α,β-unsaturated thioacylsilanes: a useful route to silylated 1,2-dithiins

https://doi.org/10.1016/S0040-4039(03)00445-3Get rights and content

Abstract

Treatment of different silylated allenes with hexamethyldisilathiane (HMDST) in the presence of CoCl2·6H2O affords an easy and high yielding access to α,β-unsaturated thioacylsilanes, which undergo a self-dimerization reaction to afford polyfunctionalized 1,2-dithiins as the major products.

Reaction of silylated allenes with HMDST affords the generation of unsubstituted thiopropenoylsilanes, which undergo a self-dimerization reaction to silylated 1,2-dithiins.

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Acknowledgements

The authors gratefully acknowledge Mrs Brunella Innocenti for carrying out elemental analyses.

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