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Chemistry of Heterocyclic Compounds

, Volume 46, Issue 2, pp 140–145 | Cite as

Synthesis of isothiocoumarin derivatives

  • N. T. Pokhodylo
  • V. S. Matiychuk
  • M. D. ObushakEmail author
Article

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.

Keywords

2-benzofuran-1(3H)-one 1-oxo-1H-isothiochromenone 2-formylbenzoic acid heterocycli-zation recyclization 

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Copyright information

© Springer Science+Business Media, Inc. 2010

Authors and Affiliations

  • N. T. Pokhodylo
    • 1
  • V. S. Matiychuk
    • 1
  • M. D. Obushak
    • 1
    Email author
  1. 1.Ivan Franko National University of LvivLvivUkraine

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