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Chemistry of Heterocyclic Compounds

, Volume 52, Issue 8, pp 559–563 | Cite as

The rearrangement of trifluoroacetylchromenes to trifluoromethylchromenols

  • Vitaly A. OsyaninEmail author
  • Yulia V. Popova
  • Darina V. Sakhnenko
  • Dmitry V. Osipov
  • Yuri N. Klimochkin
Article

The reaction of o-phenylenediamine with condensed 4H-pyrans containing a trifluoroacetyl group at the β-position relative to the oxygen atom led to 2-(trifluoromethyl)chroman-2-ols and 3-(trifluoromethyl)-2,3-dihydro-1H-benzo[f]chromen-3-ols via a cascade process that was initiated by a Michael reaction.

Keywords

o-phenylenediamine 3-trifluoroacetyl-4H-chromenes 2-(trifluoromethyl)chroman-2-ols Michael reaction retro-Mannich reaction 

Notes

The work was performed with financial support from the Ministry of Education and Science of the Russian Federation within the framework of the Project part of the State assignment for scientific activity (4.1597.2014/К) and the Grant Council of the President of the Russian Federation for support of young Russian scientists (grant MD-5833.2016.3).

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Copyright information

© Springer Science+Business Media New York 2016

Authors and Affiliations

  • Vitaly A. Osyanin
    • 1
    Email author
  • Yulia V. Popova
    • 1
  • Darina V. Sakhnenko
    • 1
  • Dmitry V. Osipov
    • 1
  • Yuri N. Klimochkin
    • 1
  1. 1.Samara State Technical UniversitySamaraRussia

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