SYNTHESIS AND OXIDATIVE CYCLIZATION OF 3-AMINO-2-ARYLAZO-5-<i>tert</i>-CYCLOALKYLAMINOTHIOPHENES

Authors

  • Н. П. Бельская Ural Federal University named after the first President of Russia B. N. Yeltsin
  • А. В. Кокшаров Ural Federal University named after the first President of Russia B. N. Yeltsin
  • А. И. Елисеева Ural Federal University named after the first President of Russia B. N. Yeltsin
  • Дж. Фан State Key Laboratory for Elemento-Organic Chemistry, Nankai University
  • В. А. Бакулев Ural Federal University named after the first President of Russia B. N. Yeltsin

DOI:

https://doi.org/10.1007/1514

Keywords:

arylhydrazonothioacetamides, halocarbonyl compounds, thieno[3, 4-d]-1, 2, 3-triazoliumolates, thiophenes, tert-cycloalkylamines, oxidation

Abstract

A series of 3-amino-4-arylazo-4,5-dihydrothiophenes has been synthesized by the reaction of arylhydrazonocyanothioacetamides (containing a tert-cycloalkylamino group) with α-halo ketones, 2-chloroacetonitrile, or 4-nitrobenzyl bromide. Their oxidation in the presence of metal acetates was investigated. It was shown that heating in pyridine with Cu(OAc)2 leads to the formation of thieno[3,4-d]-1,2,3-triazoliumolates.

Authors: N. P. Belskaya, A. V. Koksharov, A. I. Eliseeva,
Z. Fan, and V. A. Bakulev

English Translation in Chemistry of Heterocyclic Compounds, 2011, 47 (5), pp 564-570

http://link.springer.com/article/10.1007/s10593-011-0799-8

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Published

2014-01-22

Issue

No. 5 (2011)

Section

Original Papers