Sawyer, J. Scott; Schmittling, Elisabeth A.; Palkowitz, Jayne A.; Smith, William J. III published the artcile< Synthesis of diaryl ethers, diaryl thioethers, and diaryl amines mediated by potassium fluoride-alumina and 18-crown-6: Expansion of scope and utility>, Reference of 94087-40-8, the main research area is crown ether mediator aromatic substitution; potassium fluoride alumina mediator aromatic substitution; aniline aromatic substitution aryl halide; thiophenol aromatic substitution aryl halide; phenol aromatic substitution aryl halide; diaryl ether thioether preparation; arylamine preparation; ether diaryl preparation; thioether diaryl preparation; amine diaryl preparation; sulfide diaryl preparation.
An efficient alternative to the Ullmann ether synthesis of diaryl ethers, diaryl thioethers, and diaryl amines involving the SNAr addition of a phenol, thiophenol, or aniline to an appropriate aryl halide, mediated by KF-alumina/18-crown-6 in MeCN or DMSO, is described. Expansion of the reaction conditions to include DMSO as solvent has resulted in a far greater range of substitution patterns permitted on the electrophile. For example, electronically unfavorable 3-chlorobenzonitrile could be condensed with 3-methoxyphenol to form the corresponding diaryl ether in 66% yield, a combination not normally amenable to Ullmann coupling. Electron-withdrawing groups present on the electrophile may be as diverse as nitro, cyano, formyl, acetyl, ester, amide, and even aryl. The method features a simple reaction procedure that provides products in generally good to excellent purified yields.
Journal of Organic Chemistry published new progress about Aromatic amines Role: SPN (Synthetic Preparation), PREP (Preparation). 94087-40-8 belongs to class nitriles-buliding-blocks, and the molecular formula is C7H3ClFN, Reference of 94087-40-8.
Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts