Zhang Wei, Chen Christine Hiu-Tung, Lu Yimin, Nagashima Tadamichi
Fluorous Technologies, Inc., University of Pittsburgh Applied Research Center, 970 William Pitt Way, Pittsburgh, Pennsylvania 15238, USA.
Org Lett. 2004 Apr 29;6(9):1473-6. doi: 10.1021/ol0496428.
[reaction: see text] A new strategy to improve the efficiency of Suzuki coupling reactions is introduced by combining fast microwave reaction with easy fluorous separation. Aryl perfluorooctylsulfonates derived from the corresponding phenols are coupled with aryl boronic acids to form biaryls under general microwave conditions. Both intermediates and products are purified by solid-phase extraction over FluoroFlash silica gel. Application of this tagging strategy to multistep synthesis of biaryl-substituted hydantoin is also described.
[反应:见正文] 通过将快速微波反应与简便的氟相分离相结合,引入了一种提高铃木偶联反应效率的新策略。在常规微波条件下,由相应酚类衍生的芳基全氟辛基磺酸盐与芳基硼酸偶联形成联芳基。中间体和产物均通过在氟闪硅胶上的固相萃取进行纯化。还描述了这种标记策略在联芳基取代乙内酰脲多步合成中的应用。