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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.author | Zhulanov, Vladimir E. | |
dc.contributor.author | Dmitriev, Maksim V. | |
dc.contributor.author | Maslivets, Andrey N. | |
dc.contributor.author | Rubin, Michael | |
dc.date.accessioned | 2017-11-27T16:42:37Z | |
dc.date.available | 2017-11-27T16:42:37Z | |
dc.date.issued | 2016-09-14 | |
dc.identifier.citation | Zhulanov, 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/c6ra21981k | en_US |
dc.identifier.uri | http://hdl.handle.net/1808/25461 | |
dc.description.abstract | Generation 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.publisher | Royal Society of Chemistry | en_US |
dc.rights | 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 | en_US |
dc.rights.uri | http://creativecommons.org/licenses/by-nc-nd/4.0/ | en_US |
dc.title | New method for in situ generation of enolate-iminium 1,4-dipoles for [4 + 2] and [4 + 1] dipolar heterocycloaddition reactions | en_US |
dc.type | Article | en_US |
kusw.kuauthor | Rubin, Michael | |
kusw.kudepartment | Chemistry | en_US |
dc.identifier.doi | 10.1039/C6RA21981K | en_US |
dc.identifier.orcid | https://orcid.org/0000-0002-1668-9311 | |
kusw.oaversion | Scholarly/refereed, publisher version | en_US |
kusw.oapolicy | This item meets KU Open Access policy criteria. | en_US |
dc.rights.accessrights | openAccess | en_US |
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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