SYNTHESIS OF 2-(β-HETARYLAMINOETHYL)-3,5,6-TRICHLORO-1,4-BENZOQUINONES

Authors

  • Г. А. Карливан Riga Technical University, Riga LV-1048
  • Р. Э. Валтер Riga Technical University, Riga LV-1048

Keywords:

4,6,7-trichloro-2-hetarylamino-5-hydroxy-2,3-dihydrobenzo[b]furans, 3,5,6-trichloro-2-(β-hetarylaminoethyl)-1,4-benzoquinones, intramolecular charge transfer, reductive ring opening, oxidation

Abstract

4,6,7-Trichloro-2-hetarylamino-5-hydroxy-2,3-dihydrobenzo[b]furans have been prepared from 4,6,7-trichloro-2,5-dihydroxy-2,3-dihydrobenzo[b]furan and hetarylamines. Reductive opening of the dihydrobenzofuran ring in these compounds gave 3,5,6-trichloro-2-(β-hetarylaminoethyl)-hydroquinones. The latter could be oxidised to the target 3,5,6-trichloro-2-(β-hetarylaminoethyl)-1,4-benzoquinones which are novel 1,4-benzoquinone derivatives with intramolecular charge transfer.

How to Cite
Karlivans, G.; Valters, R. Chem. Heterocycl. Compd. 2003, 39, 1617. [Khim. Geterotsikl. Soedin. 2003, 1837.]

For this article in the English edition, see DOI 10.1023/B:COHC.0000018339.22815.13

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Published

2003-12-25

Issue

No. 12 (2003)

Section

Original Papers