The reaction of substituted cinnamonitriles with 4-hydroxycoumarin in water in the presence of triethylbenzyl-ammonium chloride affords 2-amino-4-aryl-4H,5H-pyrano [3,2-c] [1]benzopyran-5-one derivatives.
LiC.J., and ChangT. H., Organic Reactions in Aqueous Media, Wiley, New York, 1997; F. Fringuelli, O. Piematti, F. Pizzo and L. Vaccaro, Eur. J. Org. Chem., 2001, 439; S. C. Stinson, Chem. Eng., 1996, 74, 39.
3.
BreslowR., and RideoutD. C., J. Am. Chem. Soc., 1980, 102, 7816; R. Breslow, Acc. Chem. Rev., 1991, 24, 159.
4.
LiC.J., Chem. Rev., 1993, 93, 2023; R. Ballini and G. Bosica, Tetrahedron Lett., 1996, 37, 8027; R. Ballini, G. Bosica and T. Mecozzi, Tetrahedron, 1997, 53, 7341; A. Meijer, S. Otto and J.B.F.N. Engberts, J. Org. Chem., 1998, 63, 8589; F. Bigi, L. Chesini, R. Maggi and G. Sartori, J. Org. Chem., 1999, 64, 1033; F. Bigi, S. Carloni, L. Ferrari, R. Maggi, A. Mazzacani and G. Sartori, Tetrahedron Lett., 2001, 42, 5203.
5.
FringuelliF., PaniG., PiermattiO., and PizzoF., Tetrahedron, 1994, 50, 11499.
6.
SoineT. O., J. Pharm. Sci., 1964, 53, 231.
7.
MitraA.K., DeA., KarchaudhuriN., MisraS. K., and MukhopadhyayA. K., J. Ind. Chem. Soc., 1998, 75, 666.
8.
RominesK.R., MorrisJ. K., HoweW. J., TomichP. K., HorngM. M., ChongK. T., HinshawR. R., AndersonD. J., StrohbachJ. W., TurnerS. R., and MizsakS. A., J. Med. Chem., 1996, 39, 4125.
9.
ZhaoH., NeamatiN., HongH., MazumderA., WangS., SunderS., MilneG. W. A., PommierY., and BrukeT. R., J. Med. Chem., 1997, 40, 242.
10.
DarbarwarM., and SundaramurthyV., Synthesis, 1982, 337.
11.
El-AgrodyA.M., El-LatifM. S., FakeryA. H., and BedairA. H., J. Chem. Res. (S), 2000, 26.
12.
ShiD.Q., ChenJ., ZhuangQ. Y., WangX. S., and HuH. W., J. Chem. Res. (S), 2003, 674.
13.
ShiD.Q., ChenJ., ZhuangQ. Y., WangX. S., and HuH. W., Chin. Chem. Lett., 2003, 14, 1242.
14.
ShiD.Q., ZhangS., ZhuangQ. Y., WangX. S., TuS. J., and HuH. W., Chin. J. Chem., 2003, 21, 680.
15.
ShiD.Q., ZhuangQ. Y., ChenJ., WangX. S., TuS. J., and HuH. W., Chin. J. Org. Chem., 2003, 23, 694.
16.
ShiD.Q., ZhangS., ZhuangQ. Y., TuS. J., and HuH. W., Chin. J. Org. Chem., 2003, 23, 809.
17.
ShiD.Q., ZhangS., ZhuangQ. Y., TuS. J., and HuH. W., Chin. J. Org. Chem., 2003, 23, 877.
18.
ShiD.Q., ZhangS., ZhuangQ. Y., TuS. J., and HuH. W., Chin. J. Org. Chem., 2003, 23, 1036.
19.
ShiD.Q., ZhangS., ZhuangQ. Y., TuS. J., and HuH. W., Chin. J. Org. Chem., 2003, 23, 1314.
