Aerobic Metal-Free Dioxygenation of Alkenes with tert-Butyl Nitrite and N‑Hydroxylamines

Aerobic Metal-Free Dioxygenation of Alkenes with tert-Butyl Nitrite and N‑Hydroxylamines

Metal-free dioxygenation of alkenes with tert-butyl nitrite and N-hydroxylamines (N-hydroxyphthalimide, N-hydroxybenzotriazole, and N-hydroxysuccinimide) is described to produce β-aminoxy nitrate esters using air as the oxidant. These organic nitrates can be readily converted into 1,2-diols and 1,2-...

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Veröffentlicht in:ACS omega 2017-09, Vol.2 (9), p.6278-6290
Hauptverfasser: Bag, Raghunath, Sar, Dinabandhu, Punniyamurthy, Tharmalingam
Format: Artikel
Sprache:eng
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Zusammenfassung:Metal-free dioxygenation of alkenes with tert-butyl nitrite and N-hydroxylamines (N-hydroxyphthalimide, N-hydroxybenzotriazole, and N-hydroxysuccinimide) is described to produce β-aminoxy nitrate esters using air as the oxidant. These organic nitrates can be readily converted into 1,2-diols and 1,2-diketone with broad substrate scope and functional group diversity.
ISSN:2470-1343
2470-1343
DOI:10.1021/acsomega.7b01111