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Data · dataset · 2026

Germyl Radical Cyclization of N‑Propargyl Aromatic Amines with Germanes: A Concise Route to Germanium-Containing Quinolines

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Quinolines represent a privileged class of heterocyclic scaffolds widely prevalent in biologically active natural products and marketed pharmaceuticals.

Description

Despite their significance, the synthesis of germanium-substituted quinolines through germyl radical cyclization has remained unexplored to date. Herein, we report a dilauroyl peroxide (LPO)-mediated cascade protocol involving germylation, cyclization, and aromatization of <i>N</i>-propargyl aromatic amines with germanes, enabling efficient construction of 3-germanium-substituted quinolines.

This transformation proceeds via a radical pathway and features high regioselectivity, broad substrate scope, and good functional group compatibility. Mechanistic investigations indicate that cleavage of the Ge–H bond serves as the rate-determining step.

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