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- W2897621090 abstract "Abstract Antioxidant enzyme glutathione peroxidase (GPx) decomposes hydroperoxides by utilizing the different redox chemistry of the selenium and sulfur. Here, we report a Se-catalysed para -amination of phenols while, in contrast, the reactions with sulfur donors are stoichiometric. A catalytic amount of phenylselenyl bromide smoothly converts N -aryloxyacetamides to N -acetyl p -aminophenols. When the para position was substituted (for example, with tyrosine), the dearomatization 4,4-disubstituted cyclodienone products were obtained. A combination of experimental and computational studies was conducted and suggested the weaker Se−N bond plays a key role in the completion of the catalytic cycle. Our method extends the selenium-catalysed processes to the functionalisation of aromatic compounds. Finally, we demonstrated the mild nature of the para -amination reaction by generating an AIEgen 2-(2′-hydroxyphenyl)benzothiazole (HBT) product in a fluorogenic fashion in a PBS buffer." @default.
- W2897621090 created "2018-10-26" @default.
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- W2897621090 date "2018-10-16" @default.
- W2897621090 modified "2023-10-14" @default.
- W2897621090 title "A selenium-catalysed para-amination of phenols" @default.
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- W2897621090 doi "https://doi.org/10.1038/s41467-018-06763-4" @default.
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