Department of Chemistry, Universitat Autònoma de Barcelona, 08193-Cerdanyola del Vallès, Barcelona, Spain.
J Org Chem. 2013 Aug 16;78(16):8169-75. doi: 10.1021/jo401001k. Epub 2013 Aug 2.
Direct dehydrogenative coupling between the linear ter- and quaternaphthalenes and substituted benzenes was achieved under the Kita conditions using the hypervalent PIFA/BF3 reagent. Products resulting from either the double arylation of the naphthalenic substrate or the formal dimerizative arylation have been prepared. For example, in the latter mode, ternaphthalene was converted into a series of linear octiarenes (counting the capping Ar). The process represents an alternative to the cross-coupling methodologies employed in related syntheses and proceeds via a selective functionalization of six relatively inert aromatic CH bonds.
在 Kita 条件下，使用高价 PIFA/BF3 试剂，实现了线性三联苯和四环芳烃与取代苯之间的直接脱氢偶联。已经制备了来自萘基底物的双芳基化或形式上的二聚芳基化的产物。例如，在后一种模式下，三联苯被转化为一系列线性八元芳烃（包括封端的 Ar）。该过程提供了替代相关合成中使用的交叉偶联方法的方法，并且通过对六个相对惰性的芳族 CH 键进行选择性官能化来进行。
