Keywords
adamantane
nitrates
nitroalkanes
nitrogen dioxide
supercritical carbon dioxide
tert-alkyl bromides.
Abstract
A concise safe approach for selective nitration and nitroxylation of tert-alkanes, in particular adamantane, and tert-alkyl bromides utilizing NO2 in supercritical CO2 medium has been established. Major reaction products were tert-alkyl nitro compounds and tert-alkyl nitrates depending on the reaction conditions.
References
.
Zlotin S.G., Churakov A.M., Egorov M.P., Fershtat L.L., Klenov M.S., Kuchurov I.V., Makhova N.N., Smirnov G.A., Tomilov Y.V., Tartakovsky V.A.
Mendeleev Communications,
2021
.
Zlotin S.G., Dalinger I.L., Makhova N.N., Tartakovsky V.A.
Russian Chemical Reviews,
2020
.
McKillop A., Ford M.E.
Tetrahedron,
1974
.
Goldberg K.I., Goldman A.S.
Accounts of Chemical Research,
2017
.
Ivanov R.E., Zharkov M.N., Zlotin S.G.
ChemPhotoChem,
2022
.
Klimochkin Y.N., Leonova M.V., Ivleva E.A.
Russian Journal of Organic Chemistry,
2020
.
Lengyel I., Uliss D., Mark R.
Journal of Organic Chemistry,
1970
.
Arnett E.M., Hofelich T.C.
Journal of the American Chemical Society,
1983
.
Ivanov R.E., Zharkov M.N., Zlotin S.G.
Doklady Chemistry,
2021
.
Shiri M., Zolfigol M.A., Kruger H.G., Tanbakouchian Z.
Tetrahedron,
2010