OXIDATIVE COUPLING IN A SERIES OF DERIVATIVES OF 4a,9-DIAZA-1,2,4a,9a-TETRAHYDROFLUORENE. 6. REACTIONS WITH SUBSTITUTED 2-AMINOETHANOLS

Authors

  • O. Ю. Слабко Far-Eastern State University, Institute of Chemistry and Ecology, Vladivostok 69060
  • Н. В. Агеенко Far-Eastern State University, Institute of Chemistry and Ecology, Vladivostok 69060
  • Д. В. Куклев Pacific Ocean Fishing Industry Research Center (TINRO-center), Vladivostok 690600
  • В. А. Каминский Far-Eastern State University, Institute of Chemistry and Ecology, Vladivostok 69060

Keywords:

2-aminoethanol, 4a,9-diaza-1,2,4a,9a-tetrahydrofluorene, quinonediimine, annelation, oxidative coupling

Abstract

Oxidative coupling of derivatives of 4a,9-diaza-1,2,4a,9a-tetrahydro-9H-fluorene with 2-ethyl-, 2,2-dimethyl-, and 2-hydroxymethyl-2-methylaminoethanol in the presence of MnO2 led to the selective formation of the corresponding mono- and di(hydroxymethyl)quinonediimines, subsequent cyclization of which gave the products of 6,7-annelation. Coupling with 2,2-di(hydroxymethyl)aminoethanol gave the annelation products directly.

How to Cite
Slabko, O. Yu.; Ageenko, N. V.; Kuklev, D. V.; Kaminski, V. A. Chem. Heterocycl. Compd. 2002, 38, 354. [Khim. Geterotsikl. Soedin. 2002, 390.]

For this article in the English edition, see DOI https://doi.org/10.1023/A:1015651707589

Published

2002-03-25

Issue

Section

Original Papers