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

Year: 2026

Type: article

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.

Source: Journal of organic and pharmaceutical chemistry

Authors: Ihor S. Kishko, Alla I. Vaskevych

Institutions: National Academy of Sciences of Ukraine, Institute of Organic Chemistry

Language: English

Topic: Organic Chemistry Synthesis Methods

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: diamond

OpenAlex ID: W7159958057

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