Categories: C-Br Bond Formation >
Synthesis of β-Bromoketones
Recent Literature
A simple electrochemical protocol for the preparation of 2-bromoethyl- and
2-iodoethyl ketones from cyclopropanols and magnesium halides proceeds with
exclusive regioselectivity and without epimerization of the α-stereocenter in
the products. 2-bromoethyl ketones undergo smooth copper and nickel-catalyzed
alkylation, alkenylation, and arylations reactions.
M. V. Barysevich, Y. M. Aniskevich, A. L. Hurski, Synlett, 2021,
32,
1934-1938.
A mild oxidation of selected anions (N3-, SCN-, I-, and Br-) by ceric ammonium
nitrate (CAN) in the presence of substituted cyclopropyl alcohols provides β-functionalized
ketones in short reaction times. This method provides an alternative
pathway to important starting materials and intermediates in organic synthesis.
J. Jiao, L. X. Nguyen, D. R. Patterson, R. A. Flowers II, Org. Lett., 2007,
9, 1323-1326.
