Ascorbic Acid, Vitamin C
Name Reactions
Recent Literature
Aryl radicals generated in situ from arene diazonium fluoroborates promoted
by ascorbic acid enable a convenient and general oxidative arylation of vinyl
arenes in air at room temperature in the absence of any additive and visible
light irradiation. Various 2-aryl acetophenones have been obtained in good
yields.
B. Majhi, D. Kundu, B. C. Ranu, J. Org. Chem.,
2015,
80, 7739-7745.
In situ nitrosation of anilines followed by reduction with ascorbic acid to form
aryl radicals and thiolation with disulfides provided aryl sulfides. This mild,
metal-free synthesis of aryl sulfides proceeded smoothly without heating or
irradiation. This strategy can be expanded to the synthesis of aryl selenides.
M.-j. Bu, G.-p. Lu, C. Cai,
Synlett, 2015, 26, 1841-1846.
An iridium photocatalyst enables the addition of fluorinated groups to nitrones
using ascorbic acid as a stoichiometric reducing agent. Partially fluorinated
alkyl iodides can also be effectively used. The resulting hydroxylamines can be
readily converted to valuable fluorinated amines by reduction with zinc.
V. I. Supranovich, V. V. Levin, M. I. Struchkova, A. D. Dilman, Org. Lett.,
2018, 20, 840-843.
