Shabashov Dmitry, Daugulis Olafs
Department of Chemistry, University of Houston, Houston, Texas 77204, USA.
J Org Chem. 2007 Sep 28;72(20):7720-5. doi: 10.1021/jo701387m. Epub 2007 Sep 7.
The palladium-catalyzed direct arylation of anilides possessing several N-acyl substituents has been demonstrated. Removal of the acyl group by base hydrolysis allows a short and efficient synthesis of 2-aryl or 2,6-diarylanilines. The method is functional group tolerant and allows the presence of chloride and bromide substituents on both the anilide and aryl iodide coupling components. The arylation products can be converted to phenanthridines by the reaction with trifluoroacetic anhydride.
已证明钯催化具有多个N-酰基取代基的酰胺的直接芳基化反应。通过碱水解去除酰基可实现2-芳基苯胺或2,6-二芳基苯胺的简短高效合成。该方法对官能团具有耐受性，并且酰胺和芳基碘偶联组分上均可存在氯和溴取代基。芳基化产物可通过与三氟乙酸酐反应转化为菲啶。
