9
0
J. C. Lee and H. J. Park
REFERENCES
1. Kimpe, N. D.; Verhe, R. The chemistry of a-haloketones, a-haloaldehydes
and a-haloimines. In The Chemistry of Functional Groups; Patai, S.,
Rappoport, Z. (Eds.); John Wiley & Sons: Chichester, UK, 1988, pp. 1–119.
2. Yasuda, M.; Tsuchida, M.; Baba, A. A new type of allylation: Synthesis of b,g-
unsaturated ketones from a-halogenated aryl ketones using an allyltributyl-
tin(IV)-tin(II) dichloride–acetonitrile system. Chem. Commun. 1998, 563.
3. Diwu, Z.; Beachdel, C.; Klaubert, D. H. A facile protocol for the convenient
preparation of amino-substituted a-bromo and a,a-dibromo arylmethylketones.
Tetrahedron Lett. 1998, 39, 4987.
4
. King, L. C.; Ostrum, G. K. Selective bromination with copper(II) bromide. J. Org.
Chem. 1964, 29, 3459.
5
. Kajigaeshi, S.; Kakinami, T.; Okamoto, T.; Fujisaki, S. Synthesis of bromoacetyl
derivatives by use of tetrabutylammonium tribromide. Bull. Chem. Soc. Jpn. 1987,
6
0, 1159.
6. Wyman, D. P.; Kaufman, P. R. The chlorination of active hydrogen compounds
with sulfuryl chloride, I: Ketones. J. Org. Chem. 1964, 29, 1956.
7. Kosower, E. M.; Cole, W. J.; Wu, G. S.; Cardy, D. E.; Meisters, G. Halogenation
with copper(II), I: Saturated ketones and phenol. J. Org. Chem. 1963, 28, 630.
8. Kajigaeshi, S.; Kakinami, T.; Moriwaki, M.; Fujisaki, S.; Maeno, K.; Okamoto, T.
a-Chlorination of aromatic acetyl derivatives with benzyltrimethylammonium
dichloroiodate. Synthesis 1988, 545.
9
. Lee, J. C.; Bae, Y. H.; Chang, S. K. Efficient a-halogenation of carbonyl
compounds by N-bromosuccinimide and N-chlorosuccinimide. Bull. Korean
Chem. Soc. 2003, 24, 407.
1
0. Adhikari, M. V.; Samant, S. D. Sonochemical bromination of acetophenone using
p-toluenesulfonic acid-N-bromosuccinimide. Ultrasonics Sonochem. 2002, 9, 107.
1. Meshram, H. M.; Reddy, P. N.; Sadashiv, K.; Yadav, J. S. Amberlyst-15-promoted
efficient 2-halogenation of 1,3-keto-esters and cyclic ketones using N-halosuccini-
mides. Tetrahedron Lett. 2005, 46, 623.
1
1
1
1
2. Varma, R. S.; Naicker, K. P. The urea–hydrogen peroxide complex: Solid-state
oxidative protocols for hydroxylated aldehydes and ketones (Dakin reaction),
nitriles, sulfides, and nitrogen heterocycles. Org. Lett. 1999, 1, 189.
3. Lulinski, P.; Kryska, A.; Sosnowski, M.; Skulski, L. Eco-friendly oxidative iodina-
tion of various arens with a urea–hydrogen peroxide adduct (UHP) as the oxidant.
Synlett 2004, 441.
4. Yang, D.; Yan, Y.-L.; Lui, B. Mild a-halogenation reactions of 1,3-dicarbonyl
compounds catalyzed by Lewis acids. J. Org. Chem. 2002, 67, 7429.