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      Vicinal difunctionalization of alkenes by four-component radical cascade reaction of xanthogenates, alkenes, CO, and sulfonyl oxime ethers

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          Abstract

          Four-component coupling reactions between xanthogenates, alkenes, CO, and sulfonyl oxime ethers were studied. In the presence of hexabutylditin, working as a propagating radical reagent, the chain reaction proceeds, as expected, taking into account reagents polarities, affording the corresponding functionalized α-keto oximes. Although yields are modest, this rare one-pot four-component process is easy to carry out and the resulting compounds, bearing multiple functionalities, have the potential for further elaboration.

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          Most cited references2

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          Free-Radical-Mediated Multicomponent Coupling Reactions

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            Free-Radical Multicomponent Processes

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              Author and article information

              Contributors
              Role: Guest Editor
              Journal
              Beilstein J Org Chem
              Beilstein J Org Chem
              Beilstein Journal of Organic Chemistry
              Beilstein-Institut (Trakehner Str. 7-9, 60487 Frankfurt am Main, Germany )
              1860-5397
              2019
              31 July 2019
              : 15
              : 1822-1828
              Affiliations
              [1 ]Department of Chemistry, Osaka Prefecture University, Sakai, Osaka 599-8531, Japan
              [2 ]Department of Applied Chemistry, National Chiao Tung University, Hsinchu, Taiwan
              [3 ]University of Bordeaux, Institute of Molecular Sciences, UMR-CNRS 5255, 351 cours de la libération, Talence, 33405 Cedex, France
              Author information
              https://orcid.org/0000-0002-7109-8995
              https://orcid.org/0000-0002-3098-2987
              https://orcid.org/0000-0003-2469-2067
              https://orcid.org/0000-0001-6848-6703
              Article
              10.3762/bjoc.15.176
              6693370
              6c663bec-39a8-4dc0-a7fc-33d35c2d49cf
              Copyright © 2019, Sumino et al.; licensee Beilstein-Institut.

              This is an Open Access article under the terms of the Creative Commons Attribution License ( http://creativecommons.org/licenses/by/4.0). Please note that the reuse, redistribution and reproduction in particular requires that the authors and source are credited.

              The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc)

              History
              : 4 October 2018
              : 16 July 2019
              Categories
              Letter
              Chemistry
              Organic Chemistry

              Organic & Biomolecular chemistry
              co,multicomponent reaction,radicals,sulfonyl oxime ethers,xanthogenates

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