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Synthesis of highly oxygenated dinaphthyl ethers via SNAr reactions promoted by Barton's base.

Organic letters (2003-03-28)
Peter Wipf, Stephen M Lynch
RÉSUMÉ

[reaction: see text] Electron-rich dinaphthyl ethers were synthesized by S(N)Ar reactions between naphthols and activated fluoronaphthalenes. 2-tert-Butyl-1,1,3,3-tetramethylguanidine (Barton's base) was found to be an excellent, mild alternative to traditional inorganic bases for promoting the coupling reaction.

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Sigma-Aldrich
2-tert-Butyl-1,1,3,3-tetramethylguanidine, ≥97.0% (GC)
Sigma-Aldrich
1-Fluoronaphthalene, 99%