Categories: C-H Bond Formation >
Deoxygenations of phenols
Recent Literature
A mild, versatile, Pd/C-catalyzed deoxygenation of phenolic hydroxyl groups
via aryl triflates or mesylates using Mg metal in MeOH at room temperature
was developed. The addition of NH4OAc dramatically affects the
reactivity and reaction rate.
H. Sajiki, A. Mori, T. Mizusaki, T. Ikawa, T. Meagazwa, K. Hirota, Org.
Lett., 2006, 8, 987-990.
Nickel-on-graphite is a very inexpensive, heterogeneous catalyst for the
chemoselective reduction of aryl tosylates and mesylates. The catalyst can
be used under conventional heating conditions or microwave irradiation and
is recyclable without loss of activity.
B. H. Lipshutz, B. A. Frieman, T. Butler, V. Kogan, Angew. Chem. Int. Ed.,
2006, 45, 800-803.
A nickel-catalyzed hydrodeoxygenation of aryl sulfamates enables the use of
alcohols as mild reductants. A variety of functional groups and heterocycles
were tolerated in this reaction system to give the desired products in high
yields.
K. Matsuo, M. Kuriyama, K. Yamamoto, Y. Demizu, K. Nishida, O. Onomura, Synthesis, 2021, 53,
4449-4460.