EXPANDING THE ISOFLAVONE, PYRAZOLE, AND OXAZOLE CHEMICAL SPACE THROUGH 2'-CARBOXAMIDO-2-HYDROXYDEOXYBENZOIN PRECURSORS

Authors

  • Kateryna V. Kukushkina Taras Shevchenko National University of Kyiv, 64/13 Volodymyrska St., Kyiv 01601, Ukraine
  • Viktoriia S. Moskvina Taras Shevchenko National University of Kyiv, 64/13 Volodymyrska St., Kyiv 01601, Ukraine V. P. Kukhar Institute of Bioorganic Chemistry and Petrochemistry, National Academy of Sciences of Ukraine, 1 Akademika Kukhara St., Kyiv 02094, Ukraine
  • Olga V. Shablykina Taras Shevchenko National University of Kyiv, 64/13 Volodymyrska St., Kyiv 01601, Ukraine V. P. Kukhar Institute of Bioorganic Chemistry and Petrochemistry, National Academy of Sciences of Ukraine, 1 Akademika Kukhara St., Kyiv 02094, Ukraine
  • Volodymyr P. Khilya Taras Shevchenko National University of Kyiv, 64/13 Volodymyrska St., Kyiv 01601, Ukraine

DOI:

https://doi.org/10.1007/7658

Keywords:

chromen-4-ones, deoxybenzoins, hydroxamic acid, isoxazoles, cyclization, recyclization.

Abstract

In this study, we report the development of efficient synthetic strategies for the preparation of novel 2'-carboxyl isoflavones and their recyclization products, pyrazoles and oxazoles. Utilizing readily accessible starting materials and mild reaction conditions, the synthesis affords valuable compounds with good to excellent yields. The presence of diverse functional groups, including hydroxyl, carboxyl, and carboxamido moieties, renders these molecules attractive for biological screening and targeted structural modifications. This work unveils new avenues for the design of compounds exhibiting a wide range of beneficial properties and opens new opportunities for future research into intramolecular interactions of proximal functional groups.

Author Biographies

Kateryna V. Kukushkina, Taras Shevchenko National University of Kyiv, 64/13 Volodymyrska St., Kyiv 01601, Ukraine

PhD Student of the Department of Organic Chemistry, Faculty of Chemistry

Viktoriia S. Moskvina, Taras Shevchenko National University of Kyiv, 64/13 Volodymyrska St., Kyiv 01601, Ukraine V. P. Kukhar Institute of Bioorganic Chemistry and Petrochemistry, National Academy of Sciences of Ukraine, 1 Akademika Kukhara St., Kyiv 02094, Ukraine

Associate Professor of the Department of Organic Chemistry, Faculty of Chemistry, Ph.D., senior researcher

Olga V. Shablykina, Taras Shevchenko National University of Kyiv, 64/13 Volodymyrska St., Kyiv 01601, Ukraine V. P. Kukhar Institute of Bioorganic Chemistry and Petrochemistry, National Academy of Sciences of Ukraine, 1 Akademika Kukhara St., Kyiv 02094, Ukraine

Associate Professor of the Department of Organic Chemistry, Faculty of Chemistry, Ph.D.

Volodymyr P. Khilya, Taras Shevchenko National University of Kyiv, 64/13 Volodymyrska St., Kyiv 01601, Ukraine

Professor of the Department of Organic Chemistry, Faculty of Chemistry, Dr. Sci., Professor, Corresponding Member of the National Academy of Sciences of Ukraine

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Published

2023-08-10

Issue

Vol. 59 No. 6/7 (2023): Ukrainian impact on heterocyclic chemistry after the three decades of independence

Section

Original Papers