Department of Chemistry and Chemical Biology, Harvard University, 12 Oxford Street, Cambridge, Massachusetts 02138, USA.
J Am Chem Soc. 2010 Sep 1;132(34):12150-4. doi: 10.1021/ja105834t.
Carbon-fluorine bond formation by transition metal catalysis is difficult, and only a few methods for the synthesis of aryl fluorides have been developed. All reported transition-metal-catalyzed fluorination reactions for the synthesis of functionalized arenes are based on palladium. Here we present silver catalysis for carbon-fluorine bond formation. Our report is the first example of the use of the transition metal silver to form carbon-heteroatom bonds by cross-coupling catalysis. The functional group tolerance and substrate scope presented here have not been demonstrated for any other fluorination reaction to date.
过渡金属催化的碳-氟键形成很困难,目前仅发展了少数几种合成芳基氟化物的方法。所有已报道的用于合成功能化芳烃的过渡金属催化氟化反应均基于钯。在此,我们提出了银催化的碳-氟键形成。我们的报告是首例使用过渡金属银通过交叉偶联催化形成碳杂原子键的例子。目前为止,尚无任何其他氟化反应能展示出本报告中所呈现的官能团耐受性和底物范围。