EFFICIENT SYNTHESIS OF CHALCONES
1089
Reactions of aromatic aldehydes with ketones in ethanol at room temperature in the presence of potassium phosphate
a
a
R
R′
4-Cl
Reaction time, min
Yield, %
R
R′
Reaction time, min
Yield, %
4
-MeO
55
40
30
30
90
60
90
55
94
89
94
96
86
83
71
81
4-Cl
4-Me
H
35
25
50
30
50
50
60
20
89
88
84
92
86
88
79
96
H
4-Cl
4-Cl
3
4
4
4
4
-O
-Cl
2
N
4-Cl
4-MeO
H
4-Cl
2
3-O N
H
-Me
-Cl
4-Cl
4-Me
H
4-MeO
4-MeO
4-MeO
2
3-O N
H
4-MeO
4-Me
4-Br
-MeO
H
Furfurol
a
Isolated product after purification.
REFERENCES
9. Bois, F., Boumendjel, A., Mariotte, A.M., Conseil, G.,
and DiPetro, A., Bioorg. Med. Chem., 1999, vol. 7,
p. 2691.
1
2
. Tomazela, D.M., Pupo, M.T., Passador, E.A.P., da Sil-
va, M.F.G.F., Vieira, P.C., Fernandes, J.B., Rodri-
gues, F.E., Oliva, G., and Pirani, J.R., Phytochemistry,
000, vol. 55, no. 6, p. 643.
. Wang, X.-S., Shi, D.-Q., and Tu, S.-J., Synth. Commun.,
002, vol. 32, no. 22, p. 3449.
1
1
0. Kidwai, M., Sapra, P., Misra, P., Saxena, R.K., and
Singh, M., Bioorg. Med. Chem. Lett., 2001, vol. 9, no.
2
2
, p. 217.
1. Varma, R.S., Kabalka, G.W., Evans, L.T., and Pag-
2
ni, R.M., Synth. Commun., 1985, vol. 15, no. 4, p. 279.
3
4
. Levai, A., Arkivoc, 2005, part (ix), p. 344.
. Ranu, B.C., Dey, S.S., and Samanta, S., Arkivoc, 2005,
part (iii), p. 44.
12. Sinsterra, J.V., Garcia-Raso, A., Cabello, J.A., and
Marinas, J.M., Synthesis, 1984, p. 502.
1
3. Liment, M.J., Corma, A., Iborra, S., and Primo, J.,
5
6
. Sandler, S.R., and Karo, W., Organic Functional Group
Preparations, New York: Academic, 1972, vol. 3, p. 372.
. Mukherjee, S., Kumar, V., Prasad, A.K., Raj, H.G.,
Bracke, M.E., Olsen, C.E., Jain, S.C., and Parmar, V.S.,
Bioorg. Med. Chem., 2001, vol. 9, p. 337.
. Dinkova-Kostova, A.T., Beygunawardana, C., and Tala-
lay, P., J. Med. Chem., 1998, vol. 41, no. 26, p. 5287.
. Ram, V.J., Saxena, A. S., Srivastava, S., and Chandra, S.,
Bioorg. Med. Chem. Lett., 2000, vol. 10, no. 19, p. 2159.
J. Catal., 1995, vol. 151, no. 1, p. 60.
14. Guida, A., Lhouty, D., Tichit, F., Figueras, P., and
Geneste, P., Appl Catal., A, 1997, vol. 164, p. 251.
1
1
5. Sebti, S., Solhy, A., Tahir, R., Boulaajaj, S., Mayo-
ral, J.A., Fraile, J.M., Kossir, A., and Oumimoun, H.,
Tetrahedron Lett., 2001, vol. 42, p. 7953.
6. Desai, U.V., Pore, D.M., Mane, R.B., Solabannavar, S.B.,
and Wadgaonkar, P.P., Synth. Commun., 2004, vol. 34,
p. 19.
7
8
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY Vol. 43 No. 7 2007