SYNTHESIS OF ISOTHIOCOUMARIN DERIVATIVES
DOI:
https://doi.org/10.1007/2796Keywords:
2-benzofuran-1(3H)-one, 1-oxo-1H-isothiochromenone, 2-formylbenzoic acid, heterocyclization, recyclizationAbstract
A method was developed for the synthesis of 1-oxo-1H-isothiochromenes from 2-benzofuran-1(3H)-one (phthalide). 3-Bromo-6-chloro- and 3,6-dibromo-2-benzofuran-1(3H)-ones were prepared by the bromination of 6-chloro- and 6-bromo-2-benzofuran-1(3H)-ones and were converted by hydrolysis into 5-chloro- or 5-bromo-2-formylbenzoic acids. The condensation of these acids with rhodanine followed by recyclization gave 7-chloro- and 7-bromo-1-oxo-1H-isothiochromene-3-carboxylic acids.
How to Cite
Pokhodylo, N. T.; Matiychuk, V. S.; Obushak, M. D. Chem. Heterocycl. Compd. 2010, 46, 140. [Khim. Geterotsikl. Soedin. 2010, 173.]
For this article in the English edition see DOI 10.1007/s10593-010-0484-3