Photoredox Catalysis with Visible Light for Synthesis of Thioxanthones Derivatives

A visible-light-promoted and transition-metal-free photoredox-catalysis strategy is developed for the synthesis of thioxanthone derivatives (TXs). The mechanistic study and density functional theory calculations suggest that visible-light-promoted intramolecular cyclization can be divided into hydro...

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Veröffentlicht in:Organic letters 2023-09, Vol.25 (34), p.6352-6356
Hauptverfasser: Liao, Wen, Hou, Jing, Tang, Hongding, Guo, Xinyue, Sheng, Guanyu, Jin, Ming
Format: Artikel
Sprache:eng
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Zusammenfassung:A visible-light-promoted and transition-metal-free photoredox-catalysis strategy is developed for the synthesis of thioxanthone derivatives (TXs). The mechanistic study and density functional theory calculations suggest that visible-light-promoted intramolecular cyclization can be divided into hydrogen atom transfer, C–C formation, and oxidative dehydrogenation with high regioselectivity and reactivity. Significantly, this C–C formation strategy can be used in TXs-based commercial photoinitiators and drugs at the gram level.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.3c02253