Microwave irradiation of ketosemicarbazones on wet silica supported sodium bismuthate under environmentally benign solvent-free condition provides a fast, efficient and simple method for regeneration of ketones in good yields.
References
1.
FieserL. F. and FieserM., Reagents for Organic Synthesis, John Wiley & Sons, New York, 1967, vol. 1, p. 1000.
2.
VogelA. I., Textbook of Practical Organic Chemistry, ELBS and Longman, 4th edn., London, 1978.
3.
GoldschmidtS. and VeerW. L. C., Recl. Trav. Chim. Pays-Bas, 1946, 65, 796;
4.
HershbergE. B., J. Org. Chem., 1948, 13, 542;
5.
ButlerR. N., MorrisG. J. and O'DonhueA. M., J. Chem. Res. (S), 1981, 16;
6.
LaszloP. and PollaE., Synthesis, 1985, 439;
7.
CastelloA., JaimeC., MarquetJ. and Moreno-ManasM., Tetrahedron, 1985, 41, 3791;
8.
(RanuB. C. and SarkarD. C., J. Org. Chem., 1988, 53, 878;
9.
FirouzabadiH., SeddighiM., AhmadiZ. A. and SardarianA. R., Synth. Commun., 1989, 19, 3385;
10.
RamR. N. and VarshaK., Tetrahedron Lett., 1991, 32, 5829;
11.
BaltorkI. M. and PouranshirvaniS., Synth. Commun., 1996, 26, 1;
12.
CuriniM., RosatiO., PisaniE. and CostantinoU., Synlett, 1996, 333.
13.
VarmaR. S. and MeshramH. M., Tetrahedron Lett., 1997, 38, 7973;
14.
BoruahA., BaruahB., PrajapatiD. and SandhuJ. S., Synlett, 1997, 1251;
15.
VarmaR. S., DahiyaR. and SainiR. K., Tetrahedron Lett., 1997, 38, 8819;
16.
BoseD. Subhas and SrinivasP., Synlett, 1998, 977.
17.
CaddickS., Tetrahedron, 1995, 51, 10403;
18.
GalemaS. A., Chem. Soc. Rev., 1997, 26, 233;
19.
LangaF., CruzP. D. L., HozA. D. L., Diaz-OrtizA. and Diez-BarraE., Contemp. Org. Synth., 1997, 4, 373;
20.
BoseA. K., BanikB. K., LavlinskaiaN., JayaramanM. and ManhasM. S., CHEMTECH, 1997, 27, 18;
21.
MitraA. K., DeA. and KarchaudhuriN., Synth. Commun., 1999, 9 (4), 000; J. Chem. Res. (S), 1999, 246.
22.
OussaidA., ThachI. N. and LoupyA., Tetrahedron Lett., 1997, 38, 2451; MitraA. K., DeA. and KarchaudhuriN., Synlett, 1999, 1345; Synth. Commun., 1999, 29, in press.
23.
To prevent evaporation of the low boiling products (entries 1 and 2), the reactions were carried out in an 100 ml Erlenmeyer flask fitted with a funnel as a loose top, upon which a round-bottomed flask containing ice was placed to serve as a condenser.
