dc.contributor.author | Volkova, Yulia A. | |
dc.contributor.author | Averina, Elena B. | |
dc.contributor.author | Vasilenko, Dmitry A | |
dc.contributor.author | Sedenkova, Kseniya N | |
dc.contributor.author | Grishin, Yuri K. | |
dc.contributor.author | Bruheim, Per | |
dc.contributor.author | Kuznetsova, Tamara S. | |
dc.contributor.author | Zefirov, Nikolai S. | |
dc.date.accessioned | 2021-10-26T13:15:49Z | |
dc.date.available | 2021-10-26T13:15:49Z | |
dc.date.created | 2019-09-03T14:32:29Z | |
dc.date.issued | 2019 | |
dc.identifier.citation | Journal of Organic Chemistry. 2019, 84 (6), 3192-3200. | en_US |
dc.identifier.issn | 0022-3263 | |
dc.identifier.uri | https://hdl.handle.net/11250/2825762 | |
dc.description.abstract | A novel reaction of tetranitromethane with electrophilic alkenes in the presence of triethylamine affording substituted 5-nitroisoxazoles is described. Triethylamine reacts with tetranitromethane to generate N-nitrotriethylammonium and trinitromethanide. This process provides the heterocyclization of electrophilic alkenes. A variety of α,β-unsaturated aldehydes, ketones, esters, amides, phosphonates, nitro, and sulfur compounds was involved in the heterocyclization reaction, and a wide range of functionalized 5-nitroisoxazoles was obtained in good to high yields. The scope and limitations of the reaction and the mechanistic proposal are discussed. | en_US |
dc.language.iso | eng | en_US |
dc.publisher | American Chemical Society | en_US |
dc.title | Unexpected Heterocyclization of Electrophilic Alkenes by Tetranitromethane in the Presence of Triethylamine. Synthesis of 5-Nitroisoxazoles | en_US |
dc.type | Peer reviewed | en_US |
dc.type | Journal article | en_US |
dc.description.version | publishedVersion | en_US |
dc.rights.holder | The published version of the article will not be available due to copyright restrictions by American Chemical Society | en_US |
dc.source.pagenumber | 3192-3200 | en_US |
dc.source.volume | 84 | en_US |
dc.source.journal | Journal of Organic Chemistry | en_US |
dc.source.issue | 6 | en_US |
dc.identifier.doi | 10.1021/acs.joc.8b03086 | |
dc.identifier.cristin | 1721074 | |
cristin.unitcode | 194,66,15,0 | |
cristin.unitname | Institutt for bioteknologi og matvitenskap | |
cristin.ispublished | true | |
cristin.fulltext | original | |
cristin.qualitycode | 2 | |