1-Bromoethene-1-sulfonyl fluoride (BESF) is another good connective hub for SuFEx click chemistry

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dc.contributor.authorSmedley, C.J.
dc.contributor.authorGiel, M.C.
dc.contributor.authorMolino, A.
dc.contributor.authorBarrow, A.S.
dc.contributor.authorWilson, D.J.D.
dc.contributor.authorMoses, J.E.
dc.date.issued2018
dc.description.abstractWe demonstrate 1,2-dibromoethane-1-sulfonyl fluoride (DESF) as a bench-stable and readily accessible precursor to the robust SuFEx connector, 1-bromoethene-1-sulfonyl fluoride (BESF). The in situ generation of BESF from DESF opens up several new reaction profiles, including application in the syntheses of unprecedented 3-substituted isoxazole-5-sulfonyl fluorides, 1-substituted-1H1,2,3-triazole-4-sulfonyl fluorides, 2-amino-1-bromoethane-1-sulfonyl fluorides and 4-bromo-b-sultams in good to excellent yields. These new modules comprise a pendant sulfonyl fluoride handle, which further undergoes facile and selective SuFEx reactions with a selection of aryl silyl ethers to generate stable and useful sulfonate connections.
dc.description.statementofresponsibilityChristopher J. Smedley, Marie-Claire Giel, Andrew Molino, Andrew S. Barrow, David J. D. Wilson and John E. Moses
dc.identifier.citationChemical Communications, 2018; 54(47):6020-6023
dc.identifier.doi10.1039/c8cc03400a
dc.identifier.issn1359-7345
dc.identifier.issn1364-548X
dc.identifier.orcidBarrow, A.S. [0000-0003-3661-5173]
dc.identifier.urihttps://hdl.handle.net/2440/137056
dc.language.isoen
dc.publisherRoyal Society of Chemistry (RSC)
dc.relation.granthttp://purl.org/au-research/grants/arc/FT170100156
dc.rights© The Royal Society of Chemistry 2018
dc.source.urihttps://doi.org/10.1039/c8cc03400a
dc.title1-Bromoethene-1-sulfonyl fluoride (BESF) is another good connective hub for SuFEx click chemistry
dc.typeJournal article
pubs.publication-statusPublished

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