Отримання частково насичених фуро[3,2-c]- та фуро[2,3-c]анельованих N-гетероциклів

Practical, multi-gram routes to three med-chem-relevant partially saturated furo[3,2-c]- and furo[2,3-c]annulated N-heterocycles are described. The key β‑(furyl)ethylamine intermediates were accessed via DPPA-mediated Curtius rearrangement, replacing the traditional Henry/LAH sequence and eliminatin...

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Datum:2026
Hauptverfasser: Kishko, Ihor S., Vaskevych, Alla I.
Format: Artikel
Sprache:Englisch
Veröffentlicht: National University of Pharmacy 2026
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Online Zugang:https://ophcj.nuph.edu.ua/article/view/357365
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Назва журналу:Journal of Organic and Pharmaceutical Chemistry

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Journal of Organic and Pharmaceutical Chemistry
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Zusammenfassung:Practical, multi-gram routes to three med-chem-relevant partially saturated furo[3,2-c]- and furo[2,3-c]annulated N-heterocycles are described. The key β‑(furyl)ethylamine intermediates were accessed via DPPA-mediated Curtius rearrangement, replacing the traditional Henry/LAH sequence and eliminating stoichiometric metal-hydride reductions. The tetrahydrofuropyridine cores were then assembled through Pictet-Spengler cyclization, while a previously unavailable dihydrofuropyridinone was obtained via Dieckmann/Feist-Benary annulation. All sequences proceed in ≤6 steps from commercial starting materials.
DOI:10.24959/ophcj.26.357365