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Synthons for biologically active compounds on the basis of naphthalene ozonolysis products

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Abstract

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.

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Original Russian Text © O.S. Kukovinets, M.I. Kislitsyn, R.A. Zainullin, M.I. Abdullin, F.Z. Galin, 2006, published in Zhurnal Organicheskoi Khimii, 2006, Vol. 42, No. 3, pp. 408–414.

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Kukovinets, O.S., Kislitsyn, M.I., Zainullin, R.A. et al. Synthons for biologically active compounds on the basis of naphthalene ozonolysis products. Russ J Org Chem 42, 396–402 (2006). https://doi.org/10.1134/S1070428006030109

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  • DOI: https://doi.org/10.1134/S1070428006030109

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