Institut Sciences Chimiques de Rennes, UMR 6226 CNRS-Université de Rennes 1, Catalyse et Organometalliques, Campus de Beaulieu, Rennes, France.
ChemSusChem. 2010 Mar 22;3(3):367-76. doi: 10.1002/cssc.200900258.
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.
钯催化的苯并呋喃直接 3-芳基化反应为制备 3-芳基苯并呋喃衍生物提供了一种经济高效且环境友好的途径。该反应使用了各种电子和空间位阻不同的芳基或杂芳基溴化物，催化剂用量低。在仅 0.1-0.5 摩尔%催化剂的存在下，以中等至良好的收率得到产物。芳基溴化物反应物能够耐受广泛的官能团，如乙酰基、丙酰基、甲酰基、酯基、腈基、三氟甲基或氟基。与使用富电子芳基溴化物相比，使用缺电子芳基溴化物作为反应物时，获得了更高的产率。带有 C2 上的甲酰基或羟甲基的官能化苯并呋喃衍生物也成功地被应用。
