Institut des Sciences Chimiques de Rennes, UMR 6226 CNRS-Université de Rennes Centre of Catalysis and Green Chemistry, Campus de Beaulieu, 35042 Rennes, France.
J Org Chem. 2013 Apr 19;78(8):4177-83. doi: 10.1021/jo400221x. Epub 2013 Mar 13.
The higher reactivity of C5-H bonds of heteroarenes as compared to C-H bonds of bromopolyfluorobenzenes for palladium-catalyzed direct arylation allows the selective synthesis of the polyfluoroaryl-heteroarenes in moderate to high yields, without C-H bond functionalization of the polyfluorobenzene ring. In most cases, low loading of Pd(OAc)2 catalyst (0.5-1 mol %) was employed. Then, from these heteroarylated polyfluorobenzenes, the palladium-catalyzed C-H bond functionalization of the polyfluorobenzene ring allows the synthesis of heteroarylated polyfluorobiphenyls.
与溴代多氟苯的 C-H 键相比，杂芳烃的 C5-H 键的更高反应性使得可以在中等至高收率下选择性地合成多氟芳基-杂芳烃，而不会对多氟苯环进行 C-H 键官能化。在大多数情况下，使用低负载量的 Pd(OAc)2 催化剂（0.5-1mol%）。然后，从这些杂芳基化的多氟苯中，通过钯催化的多氟苯环的 C-H 键官能化，可以合成杂芳基化的多氟联苯。
