{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,2,9]],"date-time":"2026-02-09T11:19:25Z","timestamp":1770635965065,"version":"3.49.0"},"reference-count":90,"publisher":"MDPI AG","issue":"18","license":[{"start":{"date-parts":[[2023,9,18]],"date-time":"2023-09-18T00:00:00Z","timestamp":1694995200000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"funder":[{"DOI":"10.13039\/501100006769","name":"Russian Science Foundation","doi-asserted-by":"publisher","award":["23-23-00425"],"award-info":[{"award-number":["23-23-00425"]}],"id":[{"id":"10.13039\/501100006769","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["IJMS"],"abstract":"<jats:p>A convenient approach to substituted pyrazoles and pyridazinones based on 1,2,4-triketones is presented. Chemo- and regiocontrol in condensations of t-Bu, Ph-, 2-thienyl-, and CO2Et-substituted 1,2,4-triketone analogs with hydrazines are described. The direction of preferential nucleophilic attack was shown to be switched depending on the substituent nature in triketone as well as the reaction conditions. The acid and temperature effects on the selectivity of condensations were revealed. Regiochemistry of heterocyclic core formation was confirmed by NMR and XRD studies. The facile construction of heterocyclic motifs bearing acetyl and (or) carbethoxy groups suggests them as promising mono- or bifunctional building blocks for subsequent transformations.<\/jats:p>","DOI":"10.3390\/ijms241814234","type":"journal-article","created":{"date-parts":[[2023,9,19]],"date-time":"2023-09-19T02:26:17Z","timestamp":1695090377000},"page":"14234","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":6,"title":["Exploring Three Avenues: Chemo- and Regioselective Transformations of 1,2,4-Triketone Analogs into Pyrazoles and Pyridazinones"],"prefix":"10.3390","volume":"24","author":[{"ORCID":"https:\/\/orcid.org\/0000-0001-8955-6272","authenticated-orcid":false,"given":"Yulia O.","family":"Edilova","sequence":"first","affiliation":[{"name":"Postovsky Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences, 620108 Yekaterinburg, Russia"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Ekaterina A.","family":"Osipova","sequence":"additional","affiliation":[{"name":"Postovsky Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences, 620108 Yekaterinburg, Russia"},{"name":"Department of Organic and Biomolecular Chemistry, Ural Federal University Named after the First President of Russia B.N. Eltsin, 620002 Yekaterinburg, Russia"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Pavel A.","family":"Slepukhin","sequence":"additional","affiliation":[{"name":"Postovsky Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences, 620108 Yekaterinburg, Russia"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-1976-7861","authenticated-orcid":false,"given":"Victor I.","family":"Saloutin","sequence":"additional","affiliation":[{"name":"Postovsky Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences, 620108 Yekaterinburg, Russia"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-3972-6995","authenticated-orcid":false,"given":"Denis N.","family":"Bazhin","sequence":"additional","affiliation":[{"name":"Postovsky Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences, 620108 Yekaterinburg, Russia"},{"name":"Department of Organic and Biomolecular Chemistry, Ural Federal University Named after the First President of Russia B.N. Eltsin, 620002 Yekaterinburg, Russia"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"1968","published-online":{"date-parts":[[2023,9,18]]},"reference":[{"key":"ref_1","doi-asserted-by":"crossref","unstructured":"Ebenezer, O., Shapi, M., and Tuszynski, J.A. (2022). A Review of the recent development in the synthesis and biological evaluations of pyrazole derivatives. Biomedicines, 10.","DOI":"10.3390\/biomedicines10051124"},{"key":"ref_2","doi-asserted-by":"crossref","unstructured":"Karrouchi, K., Radi, S., Ramli, Y., Taoufik, J., Mabkhot, Y.N., Al-aizari, F.A., and Ansar, M. (2018). Synthesis and pharmacological activities of pyrazole derivatives: A review. Molecules, 23.","DOI":"10.3390\/molecules23010134"},{"key":"ref_3","doi-asserted-by":"crossref","first-page":"5891","DOI":"10.1016\/j.bmc.2017.09.035","article-title":"Recently reported biological activities of pyrazole compounds","volume":"25","author":"Faria","year":"2017","journal-title":"Bioorg. Med. 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