A modified Beckmann rearrangement for the facile synthesis of amidines and imidates via imidoyl fluoride intermediates.
| Autor: | Vogel JA; Department of Chemistry, Bryn Mawr College Bryn Mawr Pennsylvania 19010 USA prmelvin@brynmawr.edu., Miller KF; Department of Chemistry, Bryn Mawr College Bryn Mawr Pennsylvania 19010 USA prmelvin@brynmawr.edu., Shin E; Department of Chemistry, Bryn Mawr College Bryn Mawr Pennsylvania 19010 USA prmelvin@brynmawr.edu., Krussman JM; Department of Chemistry, Bryn Mawr College Bryn Mawr Pennsylvania 19010 USA prmelvin@brynmawr.edu., Melvin PR; Department of Chemistry, Bryn Mawr College Bryn Mawr Pennsylvania 19010 USA prmelvin@brynmawr.edu. |
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| Jazyk: | angličtina |
| Zdroj: | RSC advances [RSC Adv] 2023 Oct 13; Vol. 13 (43), pp. 30129-30132. Date of Electronic Publication: 2023 Oct 13 (Print Publication: 2023). |
| DOI: | 10.1039/d3ra06561h |
| Abstrakt: | Herein, we report a modified Beckmann rearrangement using sulfone iminium fluoride (SIF) reagents to rapidly synthesize imidoyl fluoride intermediates. Subsequently, amidine and imidate products can be formed following the introduction of amine and alcohol nucleophiles, respectively. Overall, approximately 50 amidine and imidate products have been isolated in high yields utilizing mild conditions. Competing Interests: There are no conflicts to declare. (This journal is © The Royal Society of Chemistry.) |
| Databáze: | MEDLINE |
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