Unprecedented selective homogeneous cobalt-catalysed reductive alkoxylation of cyclic imides under mild conditions
dc.bibliographicCitation.firstPage | 5536 | |
dc.bibliographicCitation.issue | 8 | |
dc.bibliographicCitation.journalTitle | Chemical Science | eng |
dc.bibliographicCitation.lastPage | 5546 | |
dc.bibliographicCitation.volume | 8 | |
dc.contributor.author | Cabrero-Antonino, Jose R. | |
dc.contributor.author | Adam, Rosa | |
dc.contributor.author | Papa, Veronica | |
dc.contributor.author | Holsten, Mattes | |
dc.contributor.author | Junge, Kathrin | |
dc.contributor.author | Beller, Matthias | |
dc.date.accessioned | 2023-04-27T06:45:30Z | |
dc.date.available | 2023-04-27T06:45:30Z | |
dc.date.issued | 2017 | |
dc.description.abstract | The first general and efficient non-noble metal-catalysed reductive C2-alkoxylation of cyclic imides (phthalimides and succinimides) is presented. Crucial for the success is the use of [Co(BF4)2·6H2O/triphos (L1)] combination and no external additives are required. Using the optimal cobalt-system, the hydrogenation of the aromatic ring of the parent phthalimide is avoided and only one of the carbonyl groups is selectively functionalized. The resulting products, N- and aryl-ring substituted 3-alkoxy-2,3-dihydro-1H-isoindolin-1-one and N-substituted 3-alkoxy-pyrrolidin-2-one derivatives, are prepared under mild conditions in good to excellent isolated yields. Intramolecular reductive couplings can also be performed affording tricyclic compounds in a one-step process. The present protocol opens the way to the development of new base-metal processes for the straightforward synthesis of functionalized N-heterocyclic compounds of pharmaceutical and biological interest. | eng |
dc.description.version | publishedVersion | eng |
dc.identifier.uri | https://oa.tib.eu/renate/handle/123456789/12088 | |
dc.identifier.uri | http://dx.doi.org/10.34657/11122 | |
dc.language.iso | eng | |
dc.publisher | Cambridge : RSC | |
dc.relation.doi | https://doi.org/10.1039/c7sc01175j | |
dc.relation.essn | 2041-6539 | |
dc.relation.issn | 2041-6520 | |
dc.rights.license | CC BY 3.0 Unported | |
dc.rights.uri | https://creativecommons.org/licenses/by/3.0 | |
dc.subject.ddc | 540 | |
dc.subject.other | Amines | eng |
dc.subject.other | Catalysis | eng |
dc.subject.other | Synthesis (chemical) | eng |
dc.subject.other | Aromatic rings | eng |
dc.subject.other | Carbonyl groups | eng |
dc.subject.other | Functionalized | eng |
dc.subject.other | Isolated yield | eng |
dc.subject.other | N-heterocyclic compounds | eng |
dc.subject.other | One-step process | eng |
dc.subject.other | Reductive couplings | eng |
dc.subject.other | Tricyclic compounds | eng |
dc.subject.other | Cobalt | eng |
dc.title | Unprecedented selective homogeneous cobalt-catalysed reductive alkoxylation of cyclic imides under mild conditions | eng |
dc.type | Article | eng |
dc.type | Text | eng |
tib.accessRights | openAccess | |
wgl.contributor | LIKAT | |
wgl.subject | Chemie | ger |
wgl.type | Zeitschriftenartikel | ger |
Files
Original bundle
1 - 1 of 1