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Synthesis 2000; 2000(3): 355-356
DOI: 10.1055/s-2000-6342
short paper
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An Easy New Synthesis of Isoxindigos

Peter Nesvadba*
  • *Ciba Specialty Chemicals Inc., CH-4002 Basel, Switzerland; E-mail: peter.nesvadba@cibasc.com
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Publication History

Publication Date:
31 December 2000 (online)

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3-hydroxy-3H-benzofuran-2-ones afford when treated successively with thionyl chloride and triethylamine the otherwise difficult to make (E)-[3,3′]bibenzofuranylidene-2,2′-diones (isoxindigos). Access to the starting 3-hydroxy-3H-benzofuran-2-ones is easily achievable by reaction of properly substituted phenols with glyoxylic acid.

glyoxylic acid - 3-hydroxy-3H-benzofuran-2-ones - 3-chloro-3H-benzofuran-2-ones - [3,3′]bibenzofuranylidene-2,2′-diones - isoxindigos