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Chemistry of Heterocyclic Compounds

, Volume 50, Issue 4, pp 544–549 | Cite as

Synthesis of 3,4-Dihydro-2Н-Thiopyrans and Thiopyrano[3,4-с]Chromenes Having a 1,2,3-Triazole Substituent by Using Thionylation – Hetero-Diels–Alder Domino Reaction

  • N. T. Pokhodylo
  • R. D. Savka
  • M. D. ObushakEmail author
Article

We have developed a thionylation – hetero-Diels–Alder domino reaction using α,β-unsaturated ketones with 1,2,3-triazole substituents, namely, 3-[2-(allyloxy)phenyl]-1-(1-aryl-5-methyl-1H-1,2,3-triazol-4-yl)-prop-2-en-1-ones, leading to 3,4-dihydro-2Н-thiopyranes and thiopyrano[3,4-с]chromenones. Variants of intra- and intermolecular cycloaddition were studied, as well the stereo- and regioselectivity of such reactions was assessed.

Keywords

thiopyran thiopyrano[3,4-с]chromene 1,2,3-triazole domino reaction hetero-Diels–Alder reaction thionylation 

Notes

The project received financial support from the State Fund of Fundametntal Research of Ukraine (project F53.3/013).

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Copyright information

© Springer Science+Business Media New York 2014

Authors and Affiliations

  • N. T. Pokhodylo
    • 1
  • R. D. Savka
    • 1
  • M. D. Obushak
    • 1
    Email author
  1. 1.Ivan Franko Lviv National UniversityLvivUkraine

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