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New method for in situ generation of enolate-iminium 1,4-dipoles for [4 + 2] and [4 + 1] dipolar heterocycloaddition reactions

dc.contributor.authorZhulanov, Vladimir E.
dc.contributor.authorDmitriev, Maksim V.
dc.contributor.authorMaslivets, Andrey N.
dc.contributor.authorRubin, Michael
dc.date.accessioned2017-11-27T16:42:37Z
dc.date.available2017-11-27T16:42:37Z
dc.date.issued2016-09-14
dc.identifier.citationZhulanov, V. E., Dmitriev, M. V., Maslivets, A. N., & Rubin, M. (2016). New method for in situ generation of enolate-iminium 1,4-dipoles for [4 2] and [4 1] dipolar heterocycloaddition reactions. RSC Advances, 6(93), 90239-90247. doi:10.1039/c6ra21981ken_US
dc.identifier.urihttp://hdl.handle.net/1808/25461
dc.description.abstractGeneration of hydrazoylketenes by thermal decomposition of N-(diphenylenamino)pyrrolediones is accompanied by 5-exo-trig ring closure to furnish a zwitterionic dihydropyrazolone species. In contrast to Lisowskaya's earlier report, we established that in most cycloaddition reactions such dihydropyrazolones react as 1,4-dipoles. This reactivity pattern was demonstrated in several [4 + 4]-homodimerizations and in a series of [4 + 2] and [4 + 1] cycloaddition reactions with various dipolarophiles.en_US
dc.publisherRoyal Society of Chemistryen_US
dc.rightsThis is an open access article under the terms of the Creative Commons Attribution-NonCommercial-NoDerivs License 4.0 (CC BY-NC-ND 4.0), which permits use and distribution in any medium, provided the original work is properly cited, the use is non-commercial and no modifications or adaptations are madeen_US
dc.rights.urihttp://creativecommons.org/licenses/by-nc-nd/4.0/en_US
dc.titleNew method for in situ generation of enolate-iminium 1,4-dipoles for [4 + 2] and [4 + 1] dipolar heterocycloaddition reactionsen_US
dc.typeArticleen_US
kusw.kuauthorRubin, Michael
kusw.kudepartmentChemistryen_US
dc.identifier.doi10.1039/C6RA21981Ken_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-NonCommercial-NoDerivs License 4.0 (CC BY-NC-ND 4.0), which permits use and distribution in any medium, provided the original work is properly cited, the use is non-commercial and no modifications or adaptations are made
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-NonCommercial-NoDerivs License 4.0 (CC BY-NC-ND 4.0), which permits use and distribution in any medium, provided the original work is properly cited, the use is non-commercial and no modifications or adaptations are made