Synthons for biologically active compounds on the basis of naphthalene ozonolysis products
Ozonolysis of naphthalene in aqueous methanol, followed by the reduction of peroxy compounds thus formed with potassium iodide in the presence of acetic acid, gave 3-methoxy-2-benzofuran-1(3H)-one. In the absence of water, the product was methyl o-formylbenzoate. The latter was used as a synthon for the preparation of aromatic analogs of (2E)-2,6-dimethyloct-2-ene-1,8-diol ethers which are effective juvenoids.
KeywordsMethyl Acetic Ether Methanol Potassium
Unable to display preview. Download preview PDF.
- 1.Slama, K., Romanuk, M., and Sorm, F., Insect Hormones and Bioanalogues, Wien: Springer, 1974.Google Scholar
- 2.Phadnis, A.P., Patwadhan, S.A., Powar, P.V., and Sharma, R.N., Indian J. Chem. Sect. B, 1988, vol. 27, p. 600.Google Scholar
- 3.Vig, O.P., Kad, G.L., Kumari, S., and Singh, J., J. Indian Chem. Soc., 1984, vol. 61, p. 344.Google Scholar
- 4.JPN Patent no. 55-38921; Ref. Zh., Khim., 1981, no. 13, 323P.Google Scholar
- 5.Myrray, G.S., Betty, J.C., and Virginia, A.W., Can. J. Chem., 1971, vol. 49, p. 3047.Google Scholar
- 6.Yanovskaya, L.A., Zhdankina, G.M., Kryshtal’, G.V., and Serebryakov, E.P., Izv. Akad. Nauk SSSR, Ser. Khim., 1987, p. 2790.Google Scholar