<!DOCTYPE article
PUBLIC "-//NLM//DTD JATS (Z39.96) Journal Publishing DTD v1.4 20190208//EN"
       "JATS-journalpublishing1.dtd">
<article xmlns:mml="http://www.w3.org/1998/Math/MathML" xmlns:xlink="http://www.w3.org/1999/xlink" xmlns:xsi="http://www.w3.org/2001/XMLSchema-instance" article-type="research-article" dtd-version="1.4" xml:lang="en">
 <front>
  <journal-meta>
   <journal-id journal-id-type="publisher-id">From Chemistry Towards Technology Step-By-Step</journal-id>
   <journal-title-group>
    <journal-title xml:lang="en">From Chemistry Towards Technology Step-By-Step</journal-title>
    <trans-title-group xml:lang="ru">
     <trans-title>От химии к технологии шаг за шагом</trans-title>
    </trans-title-group>
   </journal-title-group>
   <issn publication-format="online">2782-1900</issn>
  </journal-meta>
  <article-meta>
   <article-id pub-id-type="publisher-id">81496</article-id>
   <article-id pub-id-type="doi">10.52957/2782-1900-2024-4-3-69-75</article-id>
   <article-categories>
    <subj-group subj-group-type="toc-heading" xml:lang="ru">
     <subject>Научные статьи</subject>
    </subj-group>
    <subj-group subj-group-type="toc-heading" xml:lang="en">
     <subject>Scientific articles</subject>
    </subj-group>
    <subj-group>
     <subject>Научные статьи</subject>
    </subj-group>
   </article-categories>
   <title-group>
    <article-title xml:lang="en">Synthesis of condensed morpholine-containing systems by reductive or oxidative heterocyclisation</article-title>
    <trans-title-group xml:lang="ru">
     <trans-title>Synthesis of condensed morpholine-containing systems by reductive or oxidative heterocyclisation</trans-title>
    </trans-title-group>
   </title-group>
   <contrib-group content-type="authors">
    <contrib contrib-type="author">
     <name-alternatives>
      <name xml:lang="ru">
       <surname>Савина</surname>
       <given-names>Луиза Ильинична</given-names>
      </name>
      <name xml:lang="en">
       <surname>Savina</surname>
       <given-names>Luisa Ilyinichna</given-names>
      </name>
     </name-alternatives>
     <email>luizasavina2000@mail.ru</email>
     <xref ref-type="aff" rid="aff-1"/>
     <xref ref-type="aff" rid="aff-2"/>
    </contrib>
    <contrib contrib-type="author">
     <name-alternatives>
      <name xml:lang="ru">
       <surname>Соколов</surname>
       <given-names>Александр Андреевич</given-names>
      </name>
      <name xml:lang="en">
       <surname>Sokolov</surname>
       <given-names>Aleksandr Andreevich</given-names>
      </name>
     </name-alternatives>
     <xref ref-type="aff" rid="aff-3"/>
    </contrib>
   </contrib-group>
   <aff-alternatives id="aff-1">
    <aff>
     <institution xml:lang="ru">Ярославский государственный медицинский университет</institution>
    </aff>
    <aff>
     <institution xml:lang="en">Yaroslavl State Medical University</institution>
    </aff>
   </aff-alternatives>
   <aff-alternatives id="aff-2">
    <aff>
     <institution xml:lang="ru">Ярославский государственный университет им. П.Г. Демидова</institution>
    </aff>
    <aff>
     <institution xml:lang="en">P.G. Demidov Yaroslavl State University</institution>
    </aff>
   </aff-alternatives>
   <aff-alternatives id="aff-3">
    <aff>
     <institution xml:lang="ru">Ярославский государственный технический университет</institution>
    </aff>
    <aff>
     <institution xml:lang="en">Yaroslavl State Technical University</institution>
    </aff>
   </aff-alternatives>
   <pub-date publication-format="print" date-type="pub" iso-8601-date="2023-09-23T00:00:00+03:00">
    <day>23</day>
    <month>09</month>
    <year>2023</year>
   </pub-date>
   <pub-date publication-format="electronic" date-type="pub" iso-8601-date="2023-09-23T00:00:00+03:00">
    <day>23</day>
    <month>09</month>
    <year>2023</year>
   </pub-date>
   <volume>4</volume>
   <issue>3</issue>
   <fpage>69</fpage>
   <lpage>75</lpage>
   <history>
    <date date-type="received" iso-8601-date="2023-09-08T00:00:00+03:00">
     <day>08</day>
     <month>09</month>
     <year>2023</year>
    </date>
    <date date-type="accepted" iso-8601-date="2023-09-15T00:00:00+03:00">
     <day>15</day>
     <month>09</month>
     <year>2023</year>
    </date>
   </history>
   <self-uri xlink:href="https://ystu.editorum.ru/en/nauka/article/81496/view">https://ystu.editorum.ru/en/nauka/article/81496/view</self-uri>
   <abstract xml:lang="ru">
    <p>The article examines the reduction of N (2,4 dinitrophenyl)morpholine in acidic medium by tin (II) chloride. Under these conditions there is a formation of a mixture of products of reduction, chlorination and heterocyclisation reactions. The authors developed a method for the preparation of condensed 3,4 dihydro-1H-benzo[4,5]imidazo[2,1-c][1,4]oxazines by reduction of (2-nitro-4-R-phenyl)morpholine into 5-R-2-piperidin-1-ylanilines followed by oxidative heterocyclisation with supramuravic acid.</p>
   </abstract>
   <trans-abstract xml:lang="en">
    <p>The article examines the reduction of N (2,4 dinitrophenyl)morpholine in acidic medium by tin (II) chloride. Under these conditions there is a formation of a mixture of products of reduction, chlorination and heterocyclisation reactions. The authors developed a method for the preparation of condensed 3,4 dihydro-1H-benzo[4,5]imidazo[2,1-c][1,4]oxazines by reduction of (2-nitro-4-R-phenyl)morpholine into 5-R-2-piperidin-1-ylanilines followed by oxidative heterocyclisation with supramuravic acid.</p>
   </trans-abstract>
   <kwd-group xml:lang="en">
    <kwd>N-(2-nitro-4-R-phenyl)morpholines</kwd>
    <kwd>3</kwd>
    <kwd>4-dihydro-1H-benzo[4</kwd>
    <kwd>5]imidazo[2</kwd>
    <kwd>1-c][1</kwd>
    <kwd>4]oxazines</kwd>
    <kwd>reductive heterocyclisation</kwd>
    <kwd>oxidative heterocyclisation</kwd>
   </kwd-group>
  </article-meta>
 </front>
 <body>
  <p></p>
 </body>
 <back>
  <ref-list>
   <ref id="B1">
    <label>1.</label>
    <citation-alternatives>
     <mixed-citation xml:lang="ru">Vitaku, E., Smith, D.T. &amp; Njardarson, J.T. (2014) Analysis of the Structural Diversity, Substitution Patterns, and Frequency of Nitrogen Heterocycles among U.S. FDA Approved Pharmaceuticals, J. Med. Chem., 57(24), pp. 10257-10274. DOI: 10.1021/jm501100b [online]. Available at: https://pubs.acs.org/doi/10.1021/jm501100b</mixed-citation>
     <mixed-citation xml:lang="en">Vitaku, E., Smith, D.T. &amp; Njardarson, J.T. (2014) Analysis of the Structural Diversity, Substitution Patterns, and Frequency of Nitrogen Heterocycles among U.S. FDA Approved Pharmaceuticals, J. Med. Chem., 57(24), pp. 10257-10274. DOI: 10.1021/jm501100b [online]. Available at: https://pubs.acs.org/doi/10.1021/jm501100b</mixed-citation>
    </citation-alternatives>
   </ref>
   <ref id="B2">
    <label>2.</label>
    <citation-alternatives>
     <mixed-citation xml:lang="ru">Begunov, R.S. &amp; Sokolov, A.A. (2022) One-pot Reduction and Halogenation of N-(2,4-dinitrophenyl)piperidine, From Chemistry Towards Technology Step-By-Step, 3(2), pp. 92-97. DOI: 10.52957/27821900_2022_02_92 [online]. Available at: http://chemintech.ru/index.php/tor/2022tom3no2</mixed-citation>
     <mixed-citation xml:lang="en">Begunov, R.S. &amp; Sokolov, A.A. (2022) One-pot Reduction and Halogenation of N-(2,4-dinitrophenyl)piperidine, From Chemistry Towards Technology Step-By-Step, 3(2), pp. 92-97. DOI: 10.52957/27821900_2022_02_92 [online]. Available at: http://chemintech.ru/index.php/tor/2022tom3no2</mixed-citation>
    </citation-alternatives>
   </ref>
   <ref id="B3">
    <label>3.</label>
    <citation-alternatives>
     <mixed-citation xml:lang="ru">Mokhova, L.A. &amp; Sokolov, A.A. (2022) Synthesis of pyridine- and piperidine-containing polycyclic compounds based on 2,6-dinitrohalogenbenzenes, From Chemistry Towards Technology Step-By-Step, 3(3), pp. 106-115. DOI: 10.52957/27821900_2022_03_106 [online]. Available at: http://chemintech.ru/index.php/tor/2022tom3no3</mixed-citation>
     <mixed-citation xml:lang="en">Mokhova, L.A. &amp; Sokolov, A.A. (2022) Synthesis of pyridine- and piperidine-containing polycyclic compounds based on 2,6-dinitrohalogenbenzenes, From Chemistry Towards Technology Step-By-Step, 3(3), pp. 106-115. DOI: 10.52957/27821900_2022_03_106 [online]. Available at: http://chemintech.ru/index.php/tor/2022tom3no3</mixed-citation>
    </citation-alternatives>
   </ref>
   <ref id="B4">
    <label>4.</label>
    <citation-alternatives>
     <mixed-citation xml:lang="ru">Wang, H., Meng, Y., Yang, J., Huang, H., Zhao, Y., Zhu, C., Wang, C. &amp; Liu, F.-W. (2022) Design, synthesis and antitumour activity of novel 5(6)-amino-benzimidazolequinones containing a fused morpholine, Eur. J. Med. Chem., 238, 114420. DOI: 10.1016/j.ejmech.2022.114420 [online]. Available at: https://www.sciencedirect.com/science/article/pii/S0223523422003221</mixed-citation>
     <mixed-citation xml:lang="en">Wang, H., Meng, Y., Yang, J., Huang, H., Zhao, Y., Zhu, C., Wang, C. &amp; Liu, F.-W. (2022) Design, synthesis and antitumour activity of novel 5(6)-amino-benzimidazolequinones containing a fused morpholine, Eur. J. Med. Chem., 238, 114420. DOI: 10.1016/j.ejmech.2022.114420 [online]. Available at: https://www.sciencedirect.com/science/article/pii/S0223523422003221</mixed-citation>
    </citation-alternatives>
   </ref>
   <ref id="B5">
    <label>5.</label>
    <citation-alternatives>
     <mixed-citation xml:lang="ru">Dubois, L., Evanno, Y., Even, L., Gille, C., Malanda, A., Machnik, D. &amp; Rakotoarisoa, N. (2012) Tricyclic N heteroaryl-carboxamide derivatives containing a benzimidazole unit, method for preparing same and their therapeutic use. US8288376B2.</mixed-citation>
     <mixed-citation xml:lang="en">Dubois, L., Evanno, Y., Even, L., Gille, C., Malanda, A., Machnik, D. &amp; Rakotoarisoa, N. (2012) Tricyclic N heteroaryl-carboxamide derivatives containing a benzimidazole unit, method for preparing same and their therapeutic use. US8288376B2.</mixed-citation>
    </citation-alternatives>
   </ref>
   <ref id="B6">
    <label>6.</label>
    <citation-alternatives>
     <mixed-citation xml:lang="ru">Uchida, H., Asagarasu, A. &amp; Matsui, T. (2015) Heterocyclic compound and p27Kip1 degradation inhibitor.  US9200008 B2.</mixed-citation>
     <mixed-citation xml:lang="en">Uchida, H., Asagarasu, A. &amp; Matsui, T. (2015) Heterocyclic compound and p27Kip1 degradation inhibitor.  US9200008 B2.</mixed-citation>
    </citation-alternatives>
   </ref>
   <ref id="B7">
    <label>7.</label>
    <citation-alternatives>
     <mixed-citation xml:lang="ru">Breinlinger, E.C., Cox, P.B., Dietrich, J.D., Frank, K.E., Friedman, M.M., Li, H.-Q., Longenecker, K.L., Osuma, A.T., Rowley, A.M., Vasudevan, A., Wilson, N.S., Daanen, J., Djuric, S., Dombrowski, A.W., Gomtsyan, A. &amp; Schmidt, R. (2019) Tricyclic modulators of TNF signaling. US10266532 B2.</mixed-citation>
     <mixed-citation xml:lang="en">Breinlinger, E.C., Cox, P.B., Dietrich, J.D., Frank, K.E., Friedman, M.M., Li, H.-Q., Longenecker, K.L., Osuma, A.T., Rowley, A.M., Vasudevan, A., Wilson, N.S., Daanen, J., Djuric, S., Dombrowski, A.W., Gomtsyan, A. &amp; Schmidt, R. (2019) Tricyclic modulators of TNF signaling. US10266532 B2.</mixed-citation>
    </citation-alternatives>
   </ref>
   <ref id="B8">
    <label>8.</label>
    <citation-alternatives>
     <mixed-citation xml:lang="ru">Romero, F.A., Kirschberg, T.A., Halcomb, R. &amp; Xu, Y. (2020) Compounds for treating certain leukemias. US2020/0087283 A1.</mixed-citation>
     <mixed-citation xml:lang="en">Romero, F.A., Kirschberg, T.A., Halcomb, R. &amp; Xu, Y. (2020) Compounds for treating certain leukemias. US2020/0087283 A1.</mixed-citation>
    </citation-alternatives>
   </ref>
   <ref id="B9">
    <label>9.</label>
    <citation-alternatives>
     <mixed-citation xml:lang="ru">Romero, F.A., Kirschberg, T.A. &amp; Halcomb, R., Xu, Y. (2021) Substituted benzoimidazoles and imidazo[4,5-c]pyridines for treating certain leukemias. US10889571 B2.</mixed-citation>
     <mixed-citation xml:lang="en">Romero, F.A., Kirschberg, T.A. &amp; Halcomb, R., Xu, Y. (2021) Substituted benzoimidazoles and imidazo[4,5-c]pyridines for treating certain leukemias. US10889571 B2.</mixed-citation>
    </citation-alternatives>
   </ref>
   <ref id="B10">
    <label>10.</label>
    <citation-alternatives>
     <mixed-citation xml:lang="ru">Begunov, R.S, Sokolov, A.A. &amp; Filimonov, S.I. (2020). Synthesis of Quinone Derivatives of Benzannelated Heterocycles with Bridgehead Nitrogen, Rus. J. Org. Chem., 56(8), pp. 1383-1391. DOI: 10.1134/S1070428020080084 [online]. Available at: https://link.springer.com/article/10.1134/S1070428020080084</mixed-citation>
     <mixed-citation xml:lang="en">Begunov, R.S, Sokolov, A.A. &amp; Filimonov, S.I. (2020). Synthesis of Quinone Derivatives of Benzannelated Heterocycles with Bridgehead Nitrogen, Rus. J. Org. Chem., 56(8), pp. 1383-1391. DOI: 10.1134/S1070428020080084 [online]. Available at: https://link.springer.com/article/10.1134/S1070428020080084</mixed-citation>
    </citation-alternatives>
   </ref>
   <ref id="B11">
    <label>11.</label>
    <citation-alternatives>
     <mixed-citation xml:lang="ru">Fagan, V., Bonham, S., McArdle, P., Carty, M.P. &amp; Aldabbagh, F. (2012). Synthesis and Toxicity of New Ring-Fused Imidazo[5,4-f]benzimidazolequinones and Mechanism Using Amine N-Oxide Cyclizations, Eur. J. Org. Chem, 2012(10), pp. 1967-1975. DOI: 10.1002/ejoc.201101687 [online]. Available at: https://chemistry-europe.onlinelibrary.wiley.com/doi/full/10.1002/ejoc.201101687</mixed-citation>
     <mixed-citation xml:lang="en">Fagan, V., Bonham, S., McArdle, P., Carty, M.P. &amp; Aldabbagh, F. (2012). Synthesis and Toxicity of New Ring-Fused Imidazo[5,4-f]benzimidazolequinones and Mechanism Using Amine N-Oxide Cyclizations, Eur. J. Org. Chem, 2012(10), pp. 1967-1975. DOI: 10.1002/ejoc.201101687 [online]. Available at: https://chemistry-europe.onlinelibrary.wiley.com/doi/full/10.1002/ejoc.201101687</mixed-citation>
    </citation-alternatives>
   </ref>
  </ref-list>
 </back>
</article>
