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An alternative approach to the synthesis of 5H-chromeno[4,3-b]pyridin-5-one system using the cleavage of 5H,9H-pyrano[2',3':5,6]chromeno[4,3-b]pyridine-5,9-diones with binucleophiles

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Chemistry of Heterocyclic Compounds Aims and scope

Hantzsch reaction has been successfully employed for a one-step assembling of pyranopyridine fragment to produce 5Н,9Н-pyrano[2',3':5,6]- chromeno[4,3-b]pyridine-5,9-diones which upon treatment with binucleophiles undergo chemoselective γ-pyrone ring opening with the concomitant recyclization to give five-membered cycles, providing a concise route to 6-pyrazolyl(isoxazolyl)-5H-chromeno[4,3-b]- pyridin-5-ones.

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Authors and Affiliations

  1. Kyiv National Taras Shevchenko University, 12 Lva Tolstoho St., Kyiv, 01033, Ukraine

    Oleg A. Lozinski, Tatyana V. Shokol & Volodymir P. Khilya

  2. Division of Functional Materials Chemistry, SSI “Institute for Single Crystals”, National Academy of Science of Ukraine, 60 Nauky Ave., Kharkiv, 61001, Ukraine

    Roman I. Zubatyuk & Oleg V. Shishkin

  3. Department of Inorganic Chemistry, V. N. Karazin Kharkiv National University, 4 Svobody Sq., Kharkiv, 61202, Ukraine

    Oleg V. Shishkin

Authors
  1. Oleg A. Lozinski
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  2. Tatyana V. Shokol
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  3. Roman I. Zubatyuk
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  4. Oleg V. Shishkin
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  5. Volodymir P. Khilya
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Correspondence to Oleg A. Lozinski.

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Published in Khimiya Geterotsiklicheskikh Soedinenii, 2018, 54(1), 96–99

Oleg V. Shishkin is Deceased.

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Lozinski, O.A., Shokol, T.V., Zubatyuk, R.I. et al. An alternative approach to the synthesis of 5H-chromeno[4,3-b]pyridin-5-one system using the cleavage of 5H,9H-pyrano[2',3':5,6]chromeno[4,3-b]pyridine-5,9-diones with binucleophiles. Chem Heterocycl Comp 54, 96–99 (2018). https://doi.org/10.1007/s10593-018-2238-6

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  • DOI: https://doi.org/10.1007/s10593-018-2238-6

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