dc.contributor.author | Cirillo, Davide | |
dc.contributor.author | Angelucci, Francesco | |
dc.contributor.author | Bjørsvik, Hans-René | |
dc.date.accessioned | 2021-07-02T12:05:01Z | |
dc.date.available | 2021-07-02T12:05:01Z | |
dc.date.created | 2020-11-25T12:22:47Z | |
dc.date.issued | 2020 | |
dc.Published | Advanced Synthesis and Catalysis. 2020, 362 (22), 5079-5092. | |
dc.identifier.issn | 1615-4150 | |
dc.identifier.uri | https://hdl.handle.net/11250/2763117 | |
dc.description.abstract | A general and selective Pd-catalyzed cross-coupling of aromatic boronic acids with vinyl-imidazoles is disclosed. Unlike most cross-coupling reactions, this method operates well in absence of bases avoiding the formation of by-products. The reactivity is highly enhanced by the presence of nitrogen-based ligands, in particular bathocuproine. The method involves MnO2 as oxidant for the oxidation Pd (0)→Pd (II), a much weaker oxidant than previously reported in the literature. This allows for the use of reactants that possess a multitude of functional groups. A scope and limitation study involving a series of 24 boronic acids, whereof 18 afforded TMs in yields in the range 41–95%. The disclosed method constitutes the first general method for the oxidative Heck cross-coupling on the imidazole scaffold, which moreover operates with a selection of other heterocycles. | en_US |
dc.language.iso | eng | en_US |
dc.publisher | Wiley | en_US |
dc.rights | Navngivelse-Ikkekommersiell 4.0 Internasjonal | * |
dc.rights.uri | http://creativecommons.org/licenses/by-nc/4.0/deed.no | * |
dc.title | Functionalization of the Imidazole Backbone by Means of a Tailored and Optimized Oxidative Heck Cross-Coupling | en_US |
dc.type | Journal article | en_US |
dc.type | Peer reviewed | en_US |
dc.description.version | publishedVersion | en_US |
dc.rights.holder | Copyright 2020 The Authors | en_US |
cristin.ispublished | true | |
cristin.fulltext | postprint | |
cristin.qualitycode | 1 | |
dc.identifier.doi | 10.1002/adsc.202000909 | |
dc.identifier.cristin | 1852176 | |
dc.source.journal | Advanced Synthesis and Catalysis | en_US |
dc.source.40 | 362 | |
dc.source.14 | 22 | |
dc.source.pagenumber | 5079-5092 | en_US |
dc.identifier.citation | Advanced Synthesis and Catalysis. 2020, 362(22), 5079-5092 | en_US |
dc.source.volume | 362 | en_US |
dc.source.issue | 22 | en_US |