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Visible‐Light‐Induced Cleavage of C−S Bonds in Thioacetals and Thioketals with Iodine as a Photocatalyst
ChemPhotoChem ( IF 3.7 ) Pub Date : 2019-11-27 , DOI: 10.1002/cptc.201900231
Matthias Krumb 1 , Lisa Marie Kammer 1 , Robert Forster 1 , Caroline Grundke 1 , Till Opatz 1
Affiliation  

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.

中文翻译:

可见光诱导的以碘为光催化剂的硫代乙缩醛和硫代缩醛中的C-S键断裂

据报道,使用分子碘作为光催化剂,结合氧气作为末端氧化剂,可以在可见光下裂解硫代乙缩醛和硫代缩酮。该反应以低的催化剂负载量和高的化学产率进行,而在该转化中最常用的N-O-保护基保持不变。进一步的研究表明,该反应还允许通过裂解不对称的硫缩醛来合成不对称的二硫化物。
更新日期:2019-11-27
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