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Regiodivergent condensation of 5-alkoxycarbonyl-1H-pyrrol-2,3-diones with cyclic ketazinones en route to spirocyclic scaffolds

dc.contributor.authorYu, Alexey
dc.contributor.authorDmitriev, Maksim V.
dc.contributor.authorMaslivets, Andrey N.
dc.contributor.authorRubin, Michael
dc.date.accessioned2018-02-02T21:37:25Z
dc.date.available2018-02-02T21:37:25Z
dc.date.issued2017-10-19
dc.identifier.citationDubovtsev, A. Y.; Dmitriev, M. V.; Maslivets, А. N.; Rubin, M. Beilstein Regiodivergent condensation of 5-alkoxycarbonyl-1H-pyrrol-2,3-diones with cyclic ketazinones en route to spirocyclic scaffolds. J. Org. Chem. 2017, 13, 2179–2185. doi:10.3762/bjoc.13.218en_US
dc.identifier.urihttp://hdl.handle.net/1808/25910
dc.description.abstractThe condensation of 5-alkoxycarbonyl-1H-pyrrolediones with cyclic ketazinones was systematically investigated. It was discovered that the regioselectivity of this reaction can be easily swapped between two alternative directions affording derivatives of partially hydrogenated indole or benzofurane. The control of this regioselectivity is efficiently governed by steric effects at the hydrazone moiety of the ketazinone reagent.en_US
dc.publisherBeilsteinen_US
dc.rightsThis is an Open Access article under the terms of the Creative Commons Attribution License (http://creativecommons.org/licenses/by/4.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.en_US
dc.rights.urihttp://creativecommons.org/licenses/by/4.0en_US
dc.subjectNitrogen heterocyclesen_US
dc.subjectPyrroledionesen_US
dc.subjectSpiro compoundsen_US
dc.subjectSynthetic methodsen_US
dc.subjectOxygen heterocyclesen_US
dc.titleRegiodivergent condensation of 5-alkoxycarbonyl-1H-pyrrol-2,3-diones with cyclic ketazinones en route to spirocyclic scaffoldsen_US
dc.typeArticleen_US
kusw.kuauthorRubin, Michael
kusw.kudepartmentChemistryen_US
dc.identifier.doi10.3762/bjoc.13.218en_US
dc.identifier.orcidhttps://orcid.org/0000-0002-1668-9311
kusw.oaversionScholarly/refereed, publisher versionen_US
kusw.oapolicyThis item meets KU Open Access policy criteria.en_US
dc.rights.accessrightsopenAccessen_US


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This is an Open Access article under the terms of the Creative Commons Attribution License (http://creativecommons.org/licenses/by/4.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
Except where otherwise noted, this item's license is described as: This is an Open Access article under the terms of the Creative Commons Attribution License (http://creativecommons.org/licenses/by/4.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.