Photo-induced 1,2-thiohydroxylation of maleimide involving disulfide and singlet oxygen

Photo-induced 1,2-thiohydroxylation of maleimide involving disulfide and singlet oxygen

A visible light-driven di-functionalization of maleimide with disulfide and in situ -generated singlet oxygen offers selective 1,2-thiohydroxylation under additive-free conditions. Here the disulfide plays the dual role of photosensitizer and the coupling reagent. Notably, the hydroxyl functionality...

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Veröffentlicht in:Chemical communications (Cambridge, England) England), 2023-09, Vol.59 (75), p.11196-11199
Hauptverfasser: Khandelia, Tamanna, Ghosh, Subhendu, Panigrahi, Pritishree, Mandal, Raju, Boruah, Deepjyoti, Patel, Bhisma K
Format: Artikel
Sprache:eng
Schlagworte:
Moisture effects
Reagents
Singlet oxygen
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Zusammenfassung:A visible light-driven di-functionalization of maleimide with disulfide and in situ -generated singlet oxygen offers selective 1,2-thiohydroxylation under additive-free conditions. Here the disulfide plays the dual role of photosensitizer and the coupling reagent. Notably, the hydroxyl functionality originates from the in situ generated singlet oxygen followed by HAT from H 2 O (moisture). A visible light-driven di-functionalization of maleimide with disulfide and in situ -generated singlet oxygen offers selective 1,2-thiohydroxylation under additive-free conditions.
ISSN:1359-7345
1364-548X
DOI:10.1039/d3cc03296e