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Russian Chemical Bulletin

, Volume 65, Issue 5, pp 1278–1284 | Cite as

First example of the synthesis of S,O-macroheterocycle based on 2(5H)-furanone and 2,2´-oxydiethanethiol

  • A. R. Kurbangalieva
  • L. T. Hoang
  • O. A. Lodochnikova
  • M. Yu. Kuzmicheva
  • A. R. Pradipta
  • K. Tanaka
  • G. A. Chmutova
Full Articles

Abstract

A base-catalyzed reaction of 3,4-dichloro-5-methoxy- and 3,4-dichloro-5-ethoxy-2(5H)-furanones with 2,2´-oxydiethanethiol gave thiols and bis-thioethers of 2(5H)-furanone series. A new S,O-macroheterocyclic compound containing a 18-membered oxathiamacrocycle and two 2(5H)-furanone fragments was synthesized based on the thiols in an aqueous solution of potassium hydroxide, which was characterized by X-ray diffraction.

Key words

2(5H)-furanones lactones 2,2´-oxydiethanethiol thiilation bis-thioethers thiols macroheterocycles macrocyclization single crystal X-ray diffraction 

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Copyright information

© Springer Science+Business Media New York 2016

Authors and Affiliations

  • A. R. Kurbangalieva
    • 1
  • L. T. Hoang
    • 1
  • O. A. Lodochnikova
    • 2
  • M. Yu. Kuzmicheva
    • 1
  • A. R. Pradipta
    • 3
  • K. Tanaka
    • 1
    • 3
  • G. A. Chmutova
    • 1
  1. 1.A. M. Butlerov Institute of Chemistry of Kazan (Volga Region) Federal UniversityKazanRussian Federation
  2. 2.A. E. Arbuzov Institute of Organic and Physical ChemistryKazan Scientific Center of the Russian Academy of SciencesKazanRussian Federation
  3. 3.Biofunctional Synthetic Chemistry LaboratoryRIKENSaitamaJapan

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