单取代芳烃对位选择性碳氢活化交叉脱氢偶联反应研究

Study on para-Selective Cross Dehydrogenation Coupling Reaction of Monosubstituted Aromatics

以单取代芳烃为芳基化试剂,以羰基为导向定位基团,研究了单取代芳烃对位选择性与芳香酮的交叉脱氢偶联反应。该方法的高选择性一方面体现在用作芳基化试剂的单取代芳烃能够单一选择性地发生对位碳氢活化,并生成对位取代产物;另一方面,作为弱导向基团的羰基具有优异的邻位导向定位作用,高选择性地发生羰基邻位碳氢键活化。此外,该方法还具有反应条件温和、反应效率高、底物范围广、氧化剂廉价易得等优点,为对位取代联芳基化合物的合成提供了一条切实可行的途径。

Using monosubstituted arenes as the arylation reagent and the carbonyl as the directing group, the para-selective cross dehydrogenation coupling reaction of monosubstituted aromatics with aromatic ketones was developed and investigated. Monosubstituted aromatics as the arylation reagent can deliver high para-selectivity, while the carbonyl group can direct the ortho carbon hydrogen bond activation with high selectivity. In addition, this approach also has the advantages of mild reaction conditions, high reaction efficiency, wide substrates range scope and inexpensive and readily available oxidant, which provides a practical way for the synthesis of para-substituted diaryl compounds.