A novel synthesis of functional dithioesters, dithiocarbamates, xanthates and trithiocarbonates

doi:10.1016/S0040-4039(99)00177-X

Tetrahedron Letters

Volume 40, Issue 12, 19 March 1999, Pages 2435-2438

https://doi.org/10.1016/S0040-4039(99)00177-X Get rights and content

Abstract

A novel synthesis of functional dithioesters, dithiocarbamates, xanthates and trithiocarbonates is described. Heating a bis(thiocarbonyl) disulfide with an azo-compound results in the formation of (thiocarbonyl)sulfanyl derivatives in moderate to high yield. The process is proposed as the method of choice for preparing tertiary (thiocarbonyl)sulfanyl compounds and is compatible with a wide range of functionalities (e.g. carboxy, hydroxy and nitrile).

The reaction between alkyl radicals and bis(thiocarbonyl) disulfides provides a novel route to functional (thiocarbonyl)sulfanyl derivatives.

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A novel synthesis of functional dithioesters, dithiocarbamates, xanthates and trithiocarbonates

Abstract

Tetrahedron

Ber.

Gazz. Chim. Ital.

Chem. Abstr.

Chem. Abstr.

Macromolecules

Macromolecules

Recueil

Bull. Soc. Chim. Belg.