A New, Expeditious Entry to the Benzophenanthrofuran Framework by a Pd-CatalyzedC- andO-Arylation/PIFA-Mediated Oxidative Coupling Sequence
作者:Fátima Churruca、Raul SanMartin、Imanol Tellitu、Esther Domínguez
DOI:10.1002/ejoc.200400856
日期:2005.6
The synthesis of a series of 2,3-diarylbenzo[b]furans starting from 1,2-diarylethanones and 1,2-dibromoarenes proceeds by means of both homogeneous and polymer-anchored palladium catalysts. This tandem process can be effectively halted at the C-arylation step, thus providing key o-bromoarylated deoxybenzoin intermediates in good yields. The efficient oxidative coupling leading to benzo[b]phenanthro[9
从 1,2-二芳基乙酮和 1,2-二溴芳烃开始合成一系列 2,3-二芳基苯并 [b] 呋喃是通过均相和聚合物锚定的钯催化剂进行的。这种串联过程可以在 C-芳基化步骤中有效停止,从而以良好的产率提供关键的邻溴芳基化脱氧苯偶姻中间体。使用更安全的高价碘试剂 PIFA 进行导致苯并 [b] 菲 [9,10-d] 呋喃的有效氧化偶联。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005)