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Cyclopentyl Methyl Ether: An Alternative Solvent for Palladium‐Catalyzed Direct Arylation of Heteroaromatics
Author(s) -
Beydoun Kassem,
Doucet Henri
Publication year - 2011
Publication title -
chemsuschem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 2.412
H-Index - 157
eISSN - 1864-564X
pISSN - 1864-5631
DOI - 10.1002/cssc.201000405
Subject(s) - palladium , catalysis , chemistry , ether , aryl , dimethylacetamide , solvent , organic chemistry , medicinal chemistry , alkyl
Some ethers, such as cyclopentyl methyl ether and di‐ n ‐butyl ether, which can be considered as “greener” solvents than N , N ‐dimethylacetamide (DMAc) or DMF, can be advantageously employed for the palladium‐catalyzed direct arylation of heteroaromatics. In the presence of such ethers and only 0.5–1 mol % of palladium catalysts at 125–150 °C, the direct 5‐arylation of thiazoles, thiophenes, or furans by using aryl bromides as coupling partners proceeds in moderate to high yields.