Diphenyl Ditelluride: An Unconventional Reducing Agent in the Sulfonylative Cascade of Alkynyl Cyclohexadienones

Herein, we report a reductive hydrazo-sulfonylative difunctionalization cascade of alkynyl cyclohexadienones employing PhTeTePh as an uncommon reducing agent. Diphenyl ditelluride is a commercially available solid with a good solubility profile in most organic solvents, and this is the first report...

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Veröffentlicht in:Organic letters 2023-02, Vol.25 (5), p.826-831
Hauptverfasser: Halder, Indranil, Nair, Akshay M., Giri, Samyadev, Volla, Chandra M. R.
Format: Artikel
Sprache:eng
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Zusammenfassung:Herein, we report a reductive hydrazo-sulfonylative difunctionalization cascade of alkynyl cyclohexadienones employing PhTeTePh as an uncommon reducing agent. Diphenyl ditelluride is a commercially available solid with a good solubility profile in most organic solvents, and this is the first report illustrating it as a reducing agent. The protocol afforded a variety of difunctionalized dihydrochromenones and dihydrobenzofuranones in good yields under relatively mild conditions. The reactions were scalable, and mechanistic studies were conducted to probe the reaction mechanism. Additionally, photophysical studies of the products were carried out, which revealed that they had significant absorption (400–450 nm) and emission (520–570 nm) in the visible region.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.2c04367