Palladium catalyzed direct 3-arylation of benzofurans using low catalyst loadings.
The palladium-catalyzed direct 3-arylation of benzofurans provides a cost-effective and environmentally attractive route for the preparation of 3-arylbenzofuran derivatives. The reactions were carried out using a wide variety of electronically and sterically diverse aryl or heteroaryl bromides with low catalyst loadings. In the presence of only 0.1-0.5 mol % catalyst, products in moderate to good yields were obtained. The aryl bromide reactants were able to tolerate a wide range of functionalities, such as acetyl, propionyl, formyl, ester, nitrile, trifluoromethyl, or fluoro groups. Higher yields were obtained using electron-deficient aryl bromides as reactants compared to using electron-rich aryl bromides. Functionalized benzofuran derivatives, bearing formyl or hydroxymethyl on C2, were also successfully employed.
Ionita
Marina
M
Institut Sciences Chimiques de Rennes, UMR 6226 CNRS-Université de Rennes 1, Catalyse et Organometalliques, Campus de Beaulieu, Rennes, France.
Roger
Julien
J
Doucet
Henri
H
D001572:Benzofurans / Q000737:chemistry*; D001965:Bromides / Q000737:chemistry*; D002244:Carbon / Q000737:chemistry; D002384:Catalysis; D003500:Cyclization; D006859:Hydrogen / Q000737:chemistry; D010165:Palladium / Q000737:chemistry*
D001572:Benzofurans; D001965:Bromides; D010165:Palladium; D002244:Carbon; D006859:Hydrogen