Cyclopentyl Methyl Ether: An Alternative Solvent for Palladium‐Catalyzed Direct Arylation of Heteroaromatics

• DOI: 10.1002/cssc.201000405
• Publication Date: 2011-02-18T09:58:19Z
• Authors: Kassem Beydoun; Henri Doucet
• Keywords: Methyl Ethers; cyclopentyl methyl ether; [CHIM.CATA] Chemical Sciences/Catalysis; Green Chemistry Technology; [CHIM.CATA]Chemical Sciences/Catalysis; palladium; homogeneous catalysis; 01 natural sciences; heteroaromatics; Catalysis; 0104 chemical sciences; Heterocyclic Compounds; Solvents; aryl bromides; Palladium

AbstractSome 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.