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Visible‐Light‐Induced Cleavage of C−S Bonds in Thioacetals and Thioketals with Iodine as a Photocatalyst
Author(s) -
Krumb Matthias,
Kammer Lisa Marie,
Forster Robert,
Grundke Caroline,
Opatz Till
Publication year - 2020
Publication title -
chemphotochem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.13
H-Index - 18
ISSN - 2367-0932
DOI - 10.1002/cptc.201900231
Subject(s) - cleavage (geology) , iodine , catalysis , visible spectrum , chemistry , photocatalysis , photochemistry , bond cleavage , oxygen , combinatorial chemistry , organic chemistry , materials science , optoelectronics , fracture (geology) , composite material
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.