Preparation of Partially Saturated Furo[3,2-c]- and Furo[2,3-c]annulated N-Heterocycles

Authors

DOI:

https://doi.org/10.24959/ophcj.26.357365

Keywords:

furopyridine, Pictet-Spengler reaction, Curtius rearrangement, Feist-Benary reaction, tetrahydropyridine, heterocyclic building blocks

Abstract

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.

Supporting Agency

  • The authors received no specific funding for this work.

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Published

2026-05-01

How to Cite

(1)
Kishko, I. S.; Vaskevych, A. I. Preparation of Partially Saturated Furo[3,2-C]- and Furo[2,3-c]annulated N-Heterocycles. J. Org. Pharm. Chem. 2026, 24, 53-60.

Issue

Vol. 24 No. 1 (2026)

Section

Original Researches

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