Journal
CHEMPHOTOCHEM
Volume 4, Issue 2, Pages 101-104Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/cptc.201900231
Keywords
Iodine; dithiane cleavage; photocatalysis; protecting groups; unsymmetrical disulfides
Categories
Funding
- Deutsche Forschungsgemeinschaft [SFB 1066]
- Studienstiftung des deutschen Volkes
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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.
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