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 <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">82353</article-id>
   <article-id pub-id-type="doi">10.52957/27821900_2022_02_17</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 substituted 1,3-dihydropyrrolo[3,4-F]indole-2,5,7-trions</article-title>
    <trans-title-group xml:lang="ru">
     <trans-title>Синтез замещенных 1,3-дигидропирроло[3,4-f]индол-2,5,7-трионов</trans-title>
    </trans-title-group>
   </title-group>
   <contrib-group content-type="authors">
    <contrib contrib-type="author">
     <name-alternatives>
      <name xml:lang="ru">
       <surname>Чиркова</surname>
       <given-names>Жанна Вячеславовна</given-names>
      </name>
      <name xml:lang="en">
       <surname>Chirkova</surname>
       <given-names>Zhanna Vyacheslavovna</given-names>
      </name>
     </name-alternatives>
     <email>chirkovazhv@ystu.ru</email>
     <bio xml:lang="ru">
      <p>доктор химических наук;</p>
     </bio>
     <bio xml:lang="en">
      <p>doctor of chemical sciences;</p>
     </bio>
     <xref ref-type="aff" rid="aff-1"/>
    </contrib>
    <contrib contrib-type="author">
     <name-alternatives>
      <name xml:lang="ru">
       <surname>Филимонов</surname>
       <given-names>Сергей Иванович</given-names>
      </name>
      <name xml:lang="en">
       <surname>Filimonov</surname>
       <given-names>Sergey Ivanovich</given-names>
      </name>
     </name-alternatives>
     <bio xml:lang="ru">
      <p>доктор химических наук;</p>
     </bio>
     <bio xml:lang="en">
      <p>doctor of chemical sciences;</p>
     </bio>
     <xref ref-type="aff" rid="aff-1"/>
    </contrib>
    <contrib contrib-type="author">
     <name-alternatives>
      <name xml:lang="ru">
       <surname>Макарова</surname>
       <given-names>Елена Сергеевна</given-names>
      </name>
      <name xml:lang="en">
       <surname>Makarova</surname>
       <given-names>Elena Sergeevna</given-names>
      </name>
     </name-alternatives>
     <email>makarovaes@ystu.ru</email>
     <bio xml:lang="ru">
      <p>кандидат химических наук;</p>
     </bio>
     <bio xml:lang="en">
      <p>candidate of chemical sciences;</p>
     </bio>
     <xref ref-type="aff" rid="aff-1"/>
    </contrib>
    <contrib contrib-type="author">
     <name-alternatives>
      <name xml:lang="ru">
       <surname>Кабанова</surname>
       <given-names>Мария Валерьевна</given-names>
      </name>
      <name xml:lang="en">
       <surname>Kabanova</surname>
       <given-names>Maria Valer'evna</given-names>
      </name>
     </name-alternatives>
     <bio xml:lang="ru">
      <p>кандидат химических наук;</p>
     </bio>
     <bio xml:lang="en">
      <p>candidate of chemical sciences;</p>
     </bio>
     <xref ref-type="aff" rid="aff-1"/>
    </contrib>
   </contrib-group>
   <aff-alternatives id="aff-1">
    <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="2022-06-23T00:00:00+03:00">
    <day>23</day>
    <month>06</month>
    <year>2022</year>
   </pub-date>
   <pub-date publication-format="electronic" date-type="pub" iso-8601-date="2022-06-23T00:00:00+03:00">
    <day>23</day>
    <month>06</month>
    <year>2022</year>
   </pub-date>
   <volume>3</volume>
   <issue>2</issue>
   <fpage>17</fpage>
   <lpage>23</lpage>
   <history>
    <date date-type="received" iso-8601-date="2022-04-13T00:00:00+03:00">
     <day>13</day>
     <month>04</month>
     <year>2022</year>
    </date>
    <date date-type="accepted" iso-8601-date="2022-06-06T00:00:00+03:00">
     <day>06</day>
     <month>06</month>
     <year>2022</year>
    </date>
   </history>
   <self-uri xlink:href="https://chemintech.ru/en/nauka/article/82353/view">https://chemintech.ru/en/nauka/article/82353/view</self-uri>
   <abstract xml:lang="ru">
    <p>Разработан метод получения функциональных про-изводных изоиндол-1,3-дионов на основе 5-нитро-4-фенацилфталонитрилов с использованием перегруппировки Шмидта.</p>
   </abstract>
   <trans-abstract xml:lang="en">
    <p>The paper concerns the development of the method for the preparation of functional isoindole-1,3-diones derivatives based on 5-nitro-4-phenacylphthalonitriles using Schmidt rearrangement.</p>
   </trans-abstract>
   <kwd-group xml:lang="ru">
    <kwd>азид натрия</kwd>
    <kwd>5-нитро-4-фенацилфталонитрилы</kwd>
    <kwd>серная кислота</kwd>
    <kwd>перегруппировка Шмидта</kwd>
    <kwd>изоиндол-1</kwd>
    <kwd>3-дионы</kwd>
   </kwd-group>
   <kwd-group xml:lang="en">
    <kwd>sodium azide</kwd>
    <kwd>5-nitro-4-phenacylphthalonitriles</kwd>
    <kwd>sulphuric acid</kwd>
    <kwd>Schmidt rearrangement</kwd>
    <kwd>isoindole-1</kwd>
    <kwd>3-diones</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">Thigulla Ya., Ranga S., Ghosal S., Subbalakshmi J., Bhattacharya A. One-Pot Two Step Nazarov-Schmidt Rearrangement for the Synthesis of Fused δ-Lactam Systems // Chem. Select. 2017. Vol. 2, iss. 30. P. 9744-9750. DOI: 10.1002/slct.201701848. URL: https://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/slct.201701848</mixed-citation>
     <mixed-citation xml:lang="en">Thigulla Ya., Ranga S., Ghosal S., Subbalakshmi J., Bhattacharya A. One-Pot Two Step Nazarov-Schmidt Rearrangement for the Synthesis of Fused δ-Lactam Systems // Chem. Select. 2017. Vol. 2, iss. 30. P. 9744-9750. DOI: 10.1002/slct.201701848. URL: https://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/slct.201701848</mixed-citation>
    </citation-alternatives>
   </ref>
   <ref id="B2">
    <label>2.</label>
    <citation-alternatives>
     <mixed-citation xml:lang="ru">Organic azides: syntheses and applications / S. Bräse, K. Banert (Eds.). John Wiley &amp; Sons. 2010. DOI: 10.1002/9780470682517. URL: https://onlinelibrary.wiley.com/doi/10.1002/9780470682517.ch4</mixed-citation>
     <mixed-citation xml:lang="en">Organic azides: syntheses and applications / S. Bräse, K. Banert (Eds.). John Wiley &amp; Sons. 2010. DOI: 10.1002/9780470682517. URL: https://onlinelibrary.wiley.com/doi/10.1002/9780470682517.ch4</mixed-citation>
    </citation-alternatives>
   </ref>
   <ref id="B3">
    <label>3.</label>
    <citation-alternatives>
     <mixed-citation xml:lang="ru">Lang S., Murphy J.A. Azide rearrangements in electron-deficient systems // Chem. Soc. Rev. 2006. Vol. 35, iss. 2. P. 146-156. DOI: 10.1039/B505080D. URL: https://pubs.rsc.org/en/content/articlelanding/2006/cs/b505080d/unauth</mixed-citation>
     <mixed-citation xml:lang="en">Lang S., Murphy J.A. Azide rearrangements in electron-deficient systems // Chem. Soc. Rev. 2006. Vol. 35, iss. 2. P. 146-156. DOI: 10.1039/B505080D. URL: https://pubs.rsc.org/en/content/articlelanding/2006/cs/b505080d/unauth</mixed-citation>
    </citation-alternatives>
   </ref>
   <ref id="B4">
    <label>4.</label>
    <citation-alternatives>
     <mixed-citation xml:lang="ru">Ding S. L., Ji Y., Su Y., Li R., Gu P. Schmidt Reaction of ω-Azido Valeryl Chlorides Followed by Intermolecular Trapping of the Rearrangement Ions: Synthesis of Assoanine and Related Pyrrolophenanthridine Alkaloids // J. Org. Chem. 2019. Vol. 84, iss. 4. P. 2012-2021. DOI: 10.1021/acs.joc.8b03018. URL: https://pubs.acs.org/doi/abs/10.1021/acs.joc.8b03018</mixed-citation>
     <mixed-citation xml:lang="en">Ding S. L., Ji Y., Su Y., Li R., Gu P. Schmidt Reaction of ω-Azido Valeryl Chlorides Followed by Intermolecular Trapping of the Rearrangement Ions: Synthesis of Assoanine and Related Pyrrolophenanthridine Alkaloids // J. Org. Chem. 2019. Vol. 84, iss. 4. P. 2012-2021. DOI: 10.1021/acs.joc.8b03018. URL: https://pubs.acs.org/doi/abs/10.1021/acs.joc.8b03018</mixed-citation>
    </citation-alternatives>
   </ref>
   <ref id="B5">
    <label>5.</label>
    <citation-alternatives>
     <mixed-citation xml:lang="ru">Nyfeler E., Renaud Ph. Intramolecular Schmidt Reaction: Applications in Natural Product Synthesis // Chimia. 2006. Vol. 60, no. 5. P. 276-284. DOI: 10.2533/000942906777674714. URL: https://chimia.ch/chimia/article/view/2006_276/3453</mixed-citation>
     <mixed-citation xml:lang="en">Nyfeler E., Renaud Ph. Intramolecular Schmidt Reaction: Applications in Natural Product Synthesis // Chimia. 2006. Vol. 60, no. 5. P. 276-284. DOI: 10.2533/000942906777674714. URL: https://chimia.ch/chimia/article/view/2006_276/3453</mixed-citation>
    </citation-alternatives>
   </ref>
   <ref id="B6">
    <label>6.</label>
    <citation-alternatives>
     <mixed-citation xml:lang="ru">Zou H., Zhou L., Li Y., Cui Y., Zhong H., Pan Z., Yang Zh., Quan J. Benzo[e]isoindole-1,3-diones as potential inhibitors of glycogen synthase kinase-3 (GSK-3). Synthesis, kinase inhibitory activity, zebrafish phenotype, and modeling of binding mode // J. Med. Chem. 2010. Vol. 53, iss. 3. P. 994-1003. DOI: 10.1021/jm9013373. URL: https://pubs.acs.org/doi/abs/10.1021/jm9013373</mixed-citation>
     <mixed-citation xml:lang="en">Zou H., Zhou L., Li Y., Cui Y., Zhong H., Pan Z., Yang Zh., Quan J. Benzo[e]isoindole-1,3-diones as potential inhibitors of glycogen synthase kinase-3 (GSK-3). Synthesis, kinase inhibitory activity, zebrafish phenotype, and modeling of binding mode // J. Med. Chem. 2010. Vol. 53, iss. 3. P. 994-1003. DOI: 10.1021/jm9013373. URL: https://pubs.acs.org/doi/abs/10.1021/jm9013373</mixed-citation>
    </citation-alternatives>
   </ref>
   <ref id="B7">
    <label>7.</label>
    <citation-alternatives>
     <mixed-citation xml:lang="ru">Figg W. D., Raje S., Bauer K. S., Tompkins A., Venzon, D., Bergan R., Chen A., Hamilton M., Pluda J., Reed E. Pharmacokinetics of thalidomide in an elderly prostate cancer population // J. Pharm. Sci. 2000. Vol. 88, iss. 1. P. 121-125. DOI: 10.1021/js980172i. URL: https://onlinelibrary.wiley.com/doi/abs/10.1021/js980172i</mixed-citation>
     <mixed-citation xml:lang="en">Figg W. D., Raje S., Bauer K. S., Tompkins A., Venzon, D., Bergan R., Chen A., Hamilton M., Pluda J., Reed E. Pharmacokinetics of thalidomide in an elderly prostate cancer population // J. Pharm. Sci. 2000. Vol. 88, iss. 1. P. 121-125. DOI: 10.1021/js980172i. URL: https://onlinelibrary.wiley.com/doi/abs/10.1021/js980172i</mixed-citation>
    </citation-alternatives>
   </ref>
   <ref id="B8">
    <label>8.</label>
    <citation-alternatives>
     <mixed-citation xml:lang="ru">Ouenadio F., Walchshofer N., Trentesaux C., Barret R., Paris J. Synthesis and antiproliferative activity of [2-(phthaloylamino)alkyl]triphenyl phosphonium derivatives against K562 cell line // Anti-Cancer Drugs. 2001. Vol. 12, iss. 7. P. 603-606. DOI: 10.1097/00001813-200108000-00007. URL: https://journals.lww.com/anti-cancerdrugs/Abstract/2001/08000/Synthesis_and_antiproliferative_activity_of.7.aspx</mixed-citation>
     <mixed-citation xml:lang="en">Ouenadio F., Walchshofer N., Trentesaux C., Barret R., Paris J. Synthesis and antiproliferative activity of [2-(phthaloylamino)alkyl]triphenyl phosphonium derivatives against K562 cell line // Anti-Cancer Drugs. 2001. Vol. 12, iss. 7. P. 603-606. DOI: 10.1097/00001813-200108000-00007. URL: https://journals.lww.com/anti-cancerdrugs/Abstract/2001/08000/Synthesis_and_antiproliferative_activity_of.7.aspx</mixed-citation>
    </citation-alternatives>
   </ref>
   <ref id="B9">
    <label>9.</label>
    <citation-alternatives>
     <mixed-citation xml:lang="ru">Sansom G. N., Kirk N. S., Guise C. P., Anderson R. F., Smaill J. B., Patterson A. V., Kelso M. J. Prototyping kinase inhibitor-cytotoxin anticancer mutual prodrugs activated by tumour hypoxia: A chemical proof of concept study // Bioorg Med. Chem. Lett. 2019. Vol. 29, iss. 10. P. 1215-1219. DOI: 10.1016/j.bmcl.2019.03.015. URL: https://www.sciencedirect.com/science/article/pii/S0960894X19301441</mixed-citation>
     <mixed-citation xml:lang="en">Sansom G. N., Kirk N. S., Guise C. P., Anderson R. F., Smaill J. B., Patterson A. V., Kelso M. J. Prototyping kinase inhibitor-cytotoxin anticancer mutual prodrugs activated by tumour hypoxia: A chemical proof of concept study // Bioorg Med. Chem. Lett. 2019. Vol. 29, iss. 10. P. 1215-1219. DOI: 10.1016/j.bmcl.2019.03.015. URL: https://www.sciencedirect.com/science/article/pii/S0960894X19301441</mixed-citation>
    </citation-alternatives>
   </ref>
   <ref id="B10">
    <label>10.</label>
    <citation-alternatives>
     <mixed-citation xml:lang="ru">Lee H. J., Lim S. J., Oh S. J., Moon D. H., Kim D. J., Tae J., Yoo K. H. Isoindol-1,3-dione and isoindol-1-one derivatives with high binding affinity to β-amyloid fibrils // Bioorg. Med. Chem. Lett. 2008. Vol. 18, iss. 5. P. 1628-1631. DOI: 10.1016/j.bmcl.2008.01.066. URL: https://www.sciencedirect.com/science/article/pii/S0960894X08000838</mixed-citation>
     <mixed-citation xml:lang="en">Lee H. J., Lim S. J., Oh S. J., Moon D. H., Kim D. J., Tae J., Yoo K. H. Isoindol-1,3-dione and isoindol-1-one derivatives with high binding affinity to β-amyloid fibrils // Bioorg. Med. Chem. Lett. 2008. Vol. 18, iss. 5. P. 1628-1631. DOI: 10.1016/j.bmcl.2008.01.066. URL: https://www.sciencedirect.com/science/article/pii/S0960894X08000838</mixed-citation>
    </citation-alternatives>
   </ref>
   <ref id="B11">
    <label>11.</label>
    <citation-alternatives>
     <mixed-citation xml:lang="ru">Chirkova Z.V., Kabanova M.V., Filimonov S.I., Abramov I.G., Petzer A., Petzer J.P., Firgang S.I., Suponitsky K. Y. Inhibition of monoamine oxidase by indole-5, 6-dicarbonitrile derivatives // Bioorg. Med. Chem. Lett. 2015. Vol. 25, iss. 6. P. 1206-1211. DOI: 10.1016/j.bmcl.2015.01.061. URL: https://www.sciencedirect.com/science/article/pii/S0960894X15000827</mixed-citation>
     <mixed-citation xml:lang="en">Chirkova Z.V., Kabanova M.V., Filimonov S.I., Abramov I.G., Petzer A., Petzer J.P., Firgang S.I., Suponitsky K. Y. Inhibition of monoamine oxidase by indole-5, 6-dicarbonitrile derivatives // Bioorg. Med. Chem. Lett. 2015. Vol. 25, iss. 6. P. 1206-1211. DOI: 10.1016/j.bmcl.2015.01.061. URL: https://www.sciencedirect.com/science/article/pii/S0960894X15000827</mixed-citation>
    </citation-alternatives>
   </ref>
   <ref id="B12">
    <label>12.</label>
    <citation-alternatives>
     <mixed-citation xml:lang="ru">Meng X. B., Han D., Zhang S. N., Guo W., Cui J. R., Li Z. J. Synthesis and anti-inflammatory activity of N-phthalimidomethyl 2, 3-dideoxy-and 2, 3-unsaturated glycosides // Carbohydr. Res. 2007. Vol. 342, iss. 9. P. 1169-1174. DOI: 10.1016/j.carres.2007.03.009. URL: https://www.sciencedirect.com/science/article/pii/S0008621507001334.</mixed-citation>
     <mixed-citation xml:lang="en">Meng X. B., Han D., Zhang S. N., Guo W., Cui J. R., Li Z. J. Synthesis and anti-inflammatory activity of N-phthalimidomethyl 2, 3-dideoxy-and 2, 3-unsaturated glycosides // Carbohydr. Res. 2007. Vol. 342, iss. 9. P. 1169-1174. DOI: 10.1016/j.carres.2007.03.009. URL: https://www.sciencedirect.com/science/article/pii/S0008621507001334.</mixed-citation>
    </citation-alternatives>
   </ref>
   <ref id="B13">
    <label>13.</label>
    <citation-alternatives>
     <mixed-citation xml:lang="ru">Kabanova M.V., Makarova E.S., Chirkova Z.V., Filimonov S.I. Simplified method for obtaining 3 bromindol-5,6-dicarbonitrils from 1-hydroxindol-5,6-dicarbonitriles // From Chemistry Towards Technоlogy Step-By-Step. 2021. Vol. 2, no. 1. P. 111-115. DOI: 10.52957/27821900_2021_01_111. URL: http://chemintech.ru/index.php/tor/2021tom2no1</mixed-citation>
     <mixed-citation xml:lang="en">Kabanova M.V., Makarova E.S., Chirkova Z.V., Filimonov S.I. Simplified method for obtaining 3 bromindol-5,6-dicarbonitrils from 1-hydroxindol-5,6-dicarbonitriles // From Chemistry Towards Technology Step-By-Step. 2021. Vol. 2, no. 1. P. 111-115. DOI: 10.52957/27821900_2021_01_111. URL: http://chemintech.ru/index.php/tor/2021tom2no1</mixed-citation>
    </citation-alternatives>
   </ref>
   <ref id="B14">
    <label>14.</label>
    <citation-alternatives>
     <mixed-citation xml:lang="ru">Abramov I.G., Karpov R.Z. Synthesis of 4-heterylamino-5-nitrophthalonitriles based on 4-bromo-5-nitrophthalonitrile // From Chemistry Towards Technоlogy Step-By-Step. 2020. Vol. 1, no. 1. P. 62-67. DOI 10.52957/27821900_2020_01_62. URL: http://chemintech.ru/index.php/tor/2020tom1n1</mixed-citation>
     <mixed-citation xml:lang="en">Abramov I.G., Karpov R.Z. Synthesis of 4-heterylamino-5-nitrophthalonitriles based on 4-bromo-5-nitrophthalonitrile // From Chemistry Towards Technology Step-By-Step. 2020. Vol. 1, no. 1. P. 62-67. DOI 10.52957/27821900_2020_01_62. URL: http://chemintech.ru/index.php/tor/2020tom1n1</mixed-citation>
    </citation-alternatives>
   </ref>
   <ref id="B15">
    <label>15.</label>
    <citation-alternatives>
     <mixed-citation xml:lang="ru">Kotov A.D., Kunichkina A.S., Proskurina I.K. Transformation of 5-halogen-3-aril-2,1-benzisoxazoles into quinazolines // From Chemistry Towards Technоlogy Step-By-Step. 2021. Vol. 2, no. 4. P. 81-84. DOI: 10.52957/27821900_2021_04_81. URL: http://chemintech.ru/index.php/tor/2021-2-4</mixed-citation>
     <mixed-citation xml:lang="en">Kotov A.D., Kunichkina A.S., Proskurina I.K. Transformation of 5-halogen-3-aril-2,1-benzisoxazoles into quinazolines // From Chemistry Towards Technology Step-By-Step. 2021. Vol. 2, no. 4. P. 81-84. DOI: 10.52957/27821900_2021_04_81. URL: http://chemintech.ru/index.php/tor/2021-2-4</mixed-citation>
    </citation-alternatives>
   </ref>
   <ref id="B16">
    <label>16.</label>
    <citation-alternatives>
     <mixed-citation xml:lang="ru">Filimonov S.I., Makarova E.S., Chirkova Z.V., Kabanova M.V. Diastereomeric composition of the reaction of the formation of hexahydro-5H-chomeno[4,3-d]pyridin-5-ones // From Chemistry Towards Technоlogy Step-By-Step. 2022. Vol. 3, no. 1. P. 131-138. DOI: 10.52957/27821900_2022_01_131. URL:  http://chemintech.ru/index.php/tor/2022tom3no1</mixed-citation>
     <mixed-citation xml:lang="en">Filimonov S.I., Makarova E.S., Chirkova Z.V., Kabanova M.V. Diastereomeric composition of the reaction of the formation of hexahydro-5H-chomeno[4,3-d]pyridin-5-ones // From Chemistry Towards Technology Step-By-Step. 2022. Vol. 3, no. 1. P. 131-138. DOI: 10.52957/27821900_2022_01_131. URL:  http://chemintech.ru/index.php/tor/2022tom3no1</mixed-citation>
    </citation-alternatives>
   </ref>
   <ref id="B17">
    <label>17.</label>
    <citation-alternatives>
     <mixed-citation xml:lang="ru">Slastikhina P.V., Chirkova Z.V., Kabanova M.V., Abramov I.G., Filimonov S.I., Begunov R.S., Suponitsky K.Y. Synthesis of substituted isoindole-1,3-diones with an amide fragment using the Schmidt rearrangement // Rus. Chem. Bull. 2020. Vol. 69. P. 2378-2382. DOI: 10.1007/s11172-020-3027-9. URL: https://link.springer.com/article/10.1007/s11172-020-3027-9#citeas</mixed-citation>
     <mixed-citation xml:lang="en">Slastikhina P.V., Chirkova Z.V., Kabanova M.V., Abramov I.G., Filimonov S.I., Begunov R.S., Suponitsky K.Y. Synthesis of substituted isoindole-1,3-diones with an amide fragment using the Schmidt rearrangement // Rus. Chem. Bull. 2020. Vol. 69. P. 2378-2382. DOI: 10.1007/s11172-020-3027-9. URL: https://link.springer.com/article/10.1007/s11172-020-3027-9#citeas</mixed-citation>
    </citation-alternatives>
   </ref>
   <ref id="B18">
    <label>18.</label>
    <citation-alternatives>
     <mixed-citation xml:lang="ru">Desai P., Schildknegt K., Agrios K.A., Mossman C., Milligan G.L., Aube J. Reactions of alkyl azides and ketones as mediated by Lewis acids: Schmidt and Mannich reactions using azide precursors // J. Am. Chem. Soc. 2000. Vol. 122, iss. 30. P. 7226-7232. DOI: 10.1021/ja000490v. URL: https://pubs.acs.org/doi/abs/10.1021/ja000490v</mixed-citation>
     <mixed-citation xml:lang="en">Desai P., Schildknegt K., Agrios K.A., Mossman C., Milligan G.L., Aube J. Reactions of alkyl azides and ketones as mediated by Lewis acids: Schmidt and Mannich reactions using azide precursors // J. Am. Chem. Soc. 2000. Vol. 122, iss. 30. P. 7226-7232. DOI: 10.1021/ja000490v. URL: https://pubs.acs.org/doi/abs/10.1021/ja000490v</mixed-citation>
    </citation-alternatives>
   </ref>
   <ref id="B19">
    <label>19.</label>
    <citation-alternatives>
     <mixed-citation xml:lang="ru">Rokade B.V., Prabhu K.R. Chemoselective Schmidt reaction mediated by triflic acid: selective synthesis of nitriles from aldehydes // J. Org. Chem. 2012. Vol. 77, iss. 12. P. 5364-5370. DOI: 10.1021/jo3008258. URL: https://pubs.acs.org/doi/abs/10.1021/jo3008258</mixed-citation>
     <mixed-citation xml:lang="en">Rokade B.V., Prabhu K.R. Chemoselective Schmidt reaction mediated by triflic acid: selective synthesis of nitriles from aldehydes // J. Org. Chem. 2012. Vol. 77, iss. 12. P. 5364-5370. DOI: 10.1021/jo3008258. URL: https://pubs.acs.org/doi/abs/10.1021/jo3008258</mixed-citation>
    </citation-alternatives>
   </ref>
   <ref id="B20">
    <label>20.</label>
    <citation-alternatives>
     <mixed-citation xml:lang="ru">Filimonov S.I., Chirkova Z.V., Abramov I.G., Firgang S.I., Stashina G.A., Strelenko Y.A., Suponitsky K.Y. Base-induced transformations of ortho-nitrobenzylketones: intramolecular displacement of nitro group versus nitro-nitrite rearrangement // Tetrahedron. 2012. Vol. 68, iss. 30. P. 5991-5997. DOI: 10.1016/j.tet.2012.05.034. URL: https://www.sciencedirect.com/science/article/pii/S0040402012007260</mixed-citation>
     <mixed-citation xml:lang="en">Filimonov S.I., Chirkova Z.V., Abramov I.G., Firgang S.I., Stashina G.A., Strelenko Y.A., Suponitsky K.Y. Base-induced transformations of ortho-nitrobenzylketones: intramolecular displacement of nitro group versus nitro-nitrite rearrangement // Tetrahedron. 2012. Vol. 68, iss. 30. P. 5991-5997. DOI: 10.1016/j.tet.2012.05.034. URL: https://www.sciencedirect.com/science/article/pii/S0040402012007260</mixed-citation>
    </citation-alternatives>
   </ref>
   <ref id="B21">
    <label>21.</label>
    <citation-alternatives>
     <mixed-citation xml:lang="ru">Chirkova Z.V., Kabanova M.V., Filimonov S.I., Abramov I.G., Petzer A., Petzer J.P., Suponitsky K.Y. An evaluation of synthetic indole derivatives as inhibitors of monoamine oxidase // Bioorg. Med. Chem. Lett. 2016. Vol. 26, iss. 9. P. 2214-2219. DOI: 10.1016/j.bmcl.2016.03.060. URL: https://www.sciencedirect.com/science/article/pii/S0960894X16302803</mixed-citation>
     <mixed-citation xml:lang="en">Chirkova Z.V., Kabanova M.V., Filimonov S.I., Abramov I.G., Petzer A., Petzer J.P., Suponitsky K.Y. An evaluation of synthetic indole derivatives as inhibitors of monoamine oxidase // Bioorg. Med. Chem. Lett. 2016. Vol. 26, iss. 9. P. 2214-2219. DOI: 10.1016/j.bmcl.2016.03.060. URL: https://www.sciencedirect.com/science/article/pii/S0960894X16302803</mixed-citation>
    </citation-alternatives>
   </ref>
   <ref id="B22">
    <label>22.</label>
    <citation-alternatives>
     <mixed-citation xml:lang="ru">Suthar Sh.K., Aggarwal V., Chauhan M., Sharma A., Bansal S., Sharma M. Molecular docking and biological evaluation of hydroxysubstituted (Z)-3-benzylideneindolin-2-one chalcones for the lead identification as tyrosinase inhibitors // Med. Chem. Res. 2015. Vol. 24. P. 1331–1341. DOI: 10.1007/s00044-014-1225-4. URL: https://link.springer.com/article/10.1007/s00044-014-1225-4</mixed-citation>
     <mixed-citation xml:lang="en">Suthar Sh.K., Aggarwal V., Chauhan M., Sharma A., Bansal S., Sharma M. Molecular docking and biological evaluation of hydroxysubstituted (Z)-3-benzylideneindolin-2-one chalcones for the lead identification as tyrosinase inhibitors // Med. Chem. Res. 2015. Vol. 24. P. 1331–1341. DOI: 10.1007/s00044-014-1225-4. URL: https://link.springer.com/article/10.1007/s00044-014-1225-4</mixed-citation>
    </citation-alternatives>
   </ref>
   <ref id="B23">
    <label>23.</label>
    <citation-alternatives>
     <mixed-citation xml:lang="ru">Maroju S., Podila N.K., Velupula G., Chittimalla S., Pasad T.R. Synthesis and Characterization of New (Z)‐5‐((1 H‐1, 2, 4‐Triazol‐1‐yl)methyl)‐3‐arylideneindolin‐2‐ones // J. Heterocycl. Chem. 2018. Vol. 56, iss. 1. P. 153-157. DOI: 10.1002/jhet.3389. URL: https://onlinelibrary.wiley.com/doi/abs/10.1002/jhet.3389</mixed-citation>
     <mixed-citation xml:lang="en">Maroju S., Podila N.K., Velupula G., Chittimalla S., Pasad T.R. Synthesis and Characterization of New (Z)‐5‐((1 H‐1, 2, 4‐Triazol‐1‐yl)methyl)‐3‐arylideneindolin‐2‐ones // J. Heterocycl. Chem. 2018. Vol. 56, iss. 1. P. 153-157. DOI: 10.1002/jhet.3389. URL: https://onlinelibrary.wiley.com/doi/abs/10.1002/jhet.3389</mixed-citation>
    </citation-alternatives>
   </ref>
   <ref id="B24">
    <label>24.</label>
    <citation-alternatives>
     <mixed-citation xml:lang="ru">Tizzard G.J., Coles S.J., Edwards M., Onyeabo R.O., Allen M., Spencer J. Synthesis and solid-state characterisation of 4-substituted methylidene oxindoles // Chem. Central J. 2013. Vol. 7, no. 1. P. 1-10. DOI: 10.1186/1752-153X-7-182. URL: https://bmcchem.biomedcentral.com/articles/10.1186/1752-153X-7-182.</mixed-citation>
     <mixed-citation xml:lang="en">Tizzard G.J., Coles S.J., Edwards M., Onyeabo R.O., Allen M., Spencer J. Synthesis and solid-state characterisation of 4-substituted methylidene oxindoles // Chem. Central J. 2013. Vol. 7, no. 1. P. 1-10. DOI: 10.1186/1752-153X-7-182. URL: https://bmcchem.biomedcentral.com/articles/10.1186/1752-153X-7-182.</mixed-citation>
    </citation-alternatives>
   </ref>
  </ref-list>
 </back>
</article>
