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

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

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

[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.

MATERIALS
Product Number
Brand
Product Description

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