Reliable Synthesis of 9-Aryl-Substituted 2,6,7-Trihydroxyxanthen-3-ones

Abstract

2,6,7-Trihydroxyxanthen-3-ones are reliably prepared by a one-pot protocol using alkali peroxosulfates in the key step. NMR spectra in deuterated sodium hydroxide confirm the anticipated structures and allow the determination of the dye contents by an internal standard.

Key words

heterocycles - oxidations - condensation - dye - xanthenones

References

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9

In most reports no yield is given. The described time range for aerobic oxidations covers several days up to few weeks.

11

After several weeks, a tarry residue was formed. The influence of light and temperature was intensively studied and indicated no amelioration.

26

Determination and quantification of carbon, hydrogen, nitrogen, and sulfur by microanalysis. Amount of carbon indicates dye content.

27

After 60 min storage of the NMR samples at r.t., a loss of about 10% dye content was observed compared to the other quantification methods.