Novel Solvent Promoted Synthesis of Furo[3,2‐c]pyridines from 3‐Alkynyl‐4‐pyrones: Synergy of a 4‐Pyrone and an α‐Alkynyl Enone Fragments

Asian Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: April 3, 2025

Abstract Furo[3,2‐ c ]pyridines are an important class of heterocyclic compounds, both in medicine and materials science. In this work, we present a novel strategy for the synthesis furo[3,2‐ from 3‐alkynyl‐4‐pyrones ammonium acetate. The reaction proceeds at room temperature hexafluoroisopropyl alcohol without catalyst 35%–84% yield. mildness conditions is allowed by mutual activation 3‐alkynyl‐4‐pyrone fragments. A wide range substrates was synthesized using Sonogashira coupling with 3‐bromo‐4‐pyrones bearing electron‐withdrawing groups. developed method first example tandem formation cycles ]pyridine framework. Hydration to polysubstituted furans some chemical transformations main products were also studied.

Language: Английский

Enantioselective Au(I)-Catalyzed Cycloisomerization/Addition of Oxygen Nucleophiles to 2-Alkynylenones by the Tethered Counterion-Directed Catalysis Strategy

Organic Letters, Journal Year: 2024, Volume and Issue: 26(44), P. 9525 - 9530

Published: Oct. 29, 2024

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