Categories: C-I Bond Formation >
Synthesis of allyl iodides
Recent Literature
The use of a CeCl3·7H2O/NaI system in acetonitrile enables an exceedingly mild preparation
of iodides from alcohols. The simplicity of this approach, the low cost of
reagents, and the ease of use display the attractiveness of the present method
for a wide variety of alcohols.
M. Di Deo, E. Marcantoni, E. Torregiani, G. Bartoli, M. C. Bellucci, M.
Bosco, L. Sambri, J. Org. Chem., 2000,
65, 2830-2833.
Primary, secondary, tertiary, benzylic, propargylic and α-functionalized
alkyl fluorides react in chlorinated or aromatic solvents at room temperature or
upon heating with inexpensive lithium iodide to give the corresponding iodides
in very good yields. The reaction is selective for aliphatic monofluorides and
can be coupled with in situ nucleophilic iodide replacements.
K. Balaraman, S. Kyriazakos, R. Palmer, F. Y. Thanzeel, C. Wolf, Synthesis, 2022, 54,
4320-4328.