Study of the Pauson-Khand reaction in flow over alkynylphenyl vinyl ethers: towards the synthesis of tricyclic multisubstituted benzofurans.
| Autor: | García-Lacuna J; Department of Chemistry and Biochemistry, Facultad de Farmacia, Universidad San Pablo-CEU, CEU Universities Urbanización Montepríncipe, 28660 Boadilla del Monte Madrid Spain jpercas@ceu.es., Alonso M; Department of Chemistry and Biochemistry, Facultad de Farmacia, Universidad San Pablo-CEU, CEU Universities Urbanización Montepríncipe, 28660 Boadilla del Monte Madrid Spain jpercas@ceu.es., Domínguez G; Department of Chemistry and Biochemistry, Facultad de Farmacia, Universidad San Pablo-CEU, CEU Universities Urbanización Montepríncipe, 28660 Boadilla del Monte Madrid Spain jpercas@ceu.es., Pérez Castells J; Department of Chemistry and Biochemistry, Facultad de Farmacia, Universidad San Pablo-CEU, CEU Universities Urbanización Montepríncipe, 28660 Boadilla del Monte Madrid Spain jpercas@ceu.es. |
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| Jazyk: | angličtina |
| Zdroj: | RSC advances [RSC Adv] 2022 Mar 04; Vol. 12 (12), pp. 7313-7317. Date of Electronic Publication: 2022 Mar 04 (Print Publication: 2022). |
| DOI: | 10.1039/d2ra01062c |
| Abstrakt: | The use of flow methodology allows the use of alkynylphenyl vinyl ethers (benzo-fused 1,7 enynes) as substrates for the intramolecular Pauson-Khand reaction (PKr). Forced temperature and pressure conditions during a short reaction time minimize the substrate decomposition allowing the formation of the PK adduct. Substrates substituted at the internal position of the double bond and with internal triple bonds give better yields. The resulting products are cyclopentabenzofuranones present in diverse natural products and drugs that can be further functionalised. Competing Interests: There are no conflicts to declare. (This journal is © The Royal Society of Chemistry.) |
| Databáze: | MEDLINE |
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