Free accessResearch articleFirst published online 2004-4
A comparative study on the synthesis of 3′-aryl-3-methyl/2,3-dimethylspiro[6,7,8,9-tetrahydro-5 H -benzo[a]cyclohepten-5,2′-(tetrahydro[1,3] thiazolane)]-4′-ones using microwave irradiation and conventional methods
A convenient one pot synthesis of 3′-aryl-3-methyl/2,3-dimethylspiro[6,7,8,9-tetrahydro-5H-benzo[a]cyclohepten-5,2′-(tetrahydro[1,3]thiazolane)-4′-ones under microwave irradiation, as well as conventional methods, is described. Microwave irradiation has resulted in the reduction of time from hours to minutes. Antimicrobial activity of these compounds was studied and that some compounds gave positive results.
GiguereR.J., BrayT. L., DuncanS. M., and MajetichG., Tetrahedron Lett., 1986, 27, 4945.
3.
AbramovitchR.A., Org. Prep. Proc. Int., 1991, 23, 685; S. Caddick, Tetrahedron., 1995, 51, 10403; C.R. Strauss and R.W. Trainor, Aust. J. Chem., 1995, 48, 1665; S. Deshayes, M. Liagre, A. Loupy, J.–L. Luche and A. Petit, Tetrahedron., 1999, 55, 10851.
4.
JamesM.N. G., and WatsonK. J., J. Chem. Soc., 1966, 1361.
5.
GhazziM.N., PerezJ. E., AntonucciT. K., DriscollJ. H., HuangS. M., and FajaB. W., Diabetes., 1997, 46, 433.
DoranW.J., and ShouleH. A., J. Org. Chem., 1939, 3, 193.
8.
SurreyA.R., J. Am. Chem. Soc., 1949, 71, 3354.
9.
TroutmanH.D., and LongL. M., J. Am. Chem. Soc., 1948, 70, 3436.
10.
Buu-HoiN.P., XuongN. D., and BinonF., J. Chem. Soc., 1956, 716.
11.
SurreyA.R., and CutlerR. A., J. Am. Chem. Soc., 1954, 76, 578.
12.
KinugawaJ., and NagaseH., Yakugaku Zasshi., 1966, 86, 101.
13.
ModhaJ.J., ParmarJ. M., DattaN. J., and ParekhH. H., Ind. J. Chem., 2002, 41B, 2694.
14.
GoelB., RamT., TyagiR., BansalE., KumarA., MukherjeeD., and SinhaJ. N., Eur. J. Med. Chem., 1999, 34, 265.
15.
PeesapatiV., and VenkataS. C., Ind. J. Chem., 2003, 42B, 616.
16.
PeesapatiV., SreelakshmiP., and AnuradhaK., J. Chem. Res. (S)., 2001, 372.
17.
PeesapatiV., AnuradhaK., and Suresh BabuS., J. Chem. Res. (S)., 2000, 496.
18.
Sen GuptaS.G., and SenParimal Krishna, Sci. Cult., Calcutta, 1992, 28, 343; L.F. Somerville and C.F.H. Allen, Org. Synth., 1943, 2, 81; Jr. R.C. Gilmore and W.J. Horton, J. Am. Chem. Soc., 1951, 73, 1411.
19.
KvanaghC., Anal. Microbial, Academic Press, New York, 1963.
