Microwave Promoted Epoxidation of α,β-Unsaturated Ketones in Aqueous Sodium Perborate

Abstract

A series of α,β-unsaturated ketones has been treated with sodium perborate in water and 1,4-dioxane under microwave irradiation to produce α,β-epoxyketones in good yields.

References

1. S. Galema, Chem. Soc. Rev., 1997, 26, 233; F. Langa, P. De la Cruz, A. De la Hoz, A. Diaz-Ortiz and E. Diez-Barra, Contemporary Org. Synth., 1997, 373; R. A. Abramovitch, Org. Prep. Proc. Int., 1991, 23, 683; D. M. P. Mingos and D. R. Baghurst, Chem. Soc. Rev., 1991, 20, 1; S. Caddick, Tetrahedron., 1995, 51, 10403; C. R. Strauss and R. W. Trainer, Aust. J. Chem., 1995, 48, 1665.
2. R. Gedye, F. Smith, K. Westaway, A. Humera, L. Baldisera and L. R. Laberge, Tetrahedron Lett., 1986, 26, 279.
3. Leo A. Paquette, Encyclopedia of Reagents for Organic Chemistry, Wiley, Chichester, 1995.
4. A. McKillop and J. A. Tarbin, Tetrahedron, 1987, 43, 1753; Tetrahedron Lett., 1983, 24, 1505; A. McKillop and D. Kemp, Tetrahedron, 1989, 45, 3299; J. Muzart and A. N. Ajjou, Synth. Commun., 1991, 21, 575; A. Banrrjee, B. Harza, A. Bhattacharya, S. Banerjee, G. C. Banerjee and S. Sengupta, Synthesis, 1989, 765; W. W. Zajac, M. G. Darcy, A. P. Subong and J. H. Buzby, Tetrahedron Lett., 1989, 30, 6495; G. A. Olah, P. Ramaiah, C. S. Lee and G. K. S. Prakash, Synlett, 1992, 337; K. L. Reed, J. T. Gupton and T. L. Solarz, Synth. Commun., 1990, 20, 563.
5. K. L. Reed, J. T. Gupton and T. L. Solarz, Synth. Commun., 1989, 19, 3579.
6. E. V. Dehmlow and B. Vehre, New J. Chem., 1989, 13, 117.
7. T. S. Straub, Tetrahedron Lett., 1995, 36, 663.