Visible-light-induced cleavage of C−S bonds in thioacetals and thioketals with iodine as a photocatalyst
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Krumb, Matthias
Kammer, Lisa Marie
Forster, Robert
Grundke, Caroline
Opatz, Till
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Abstract
A protocol for a visible-light-induced cleavage of thioacetals and thioketals using molecular iodine as a photocatalyst in combination with oxygen as the terminal oxidant is reported. The reaction proceeds with low catalyst loadings and high chemical yields while the most commonly used N- and O-protecting groups remain untouched in this transformation. Further investigation showed that the reaction also permits the synthesis of unsymmetrical disulfides by cleavage of unsymmetrical thioacetals.