Efficient Synthesis of Anthraquinones from Diaryl Carboxylic Acids via Palladium(II)-Catalyzed and Visible Light-Mediated Transformations
作者:Kiho Kim、Minsik Min、Sungwoo Hong
DOI:10.1002/adsc.201601057
日期:2017.3.6
base‐assisted fragmentation to afford anthraquinones. The excited state species of anthracene generated by energy transfer, interacts with 3O2 to afford 1O2 by energy transfer and undergoes cycloaddition with 1O2. By employing palladium(II)‐catalyzed and visible light‐mediated transformations, we have developed an efficient synthetic protocol for accessing diverse anthraquinones from readily available diaryl
在无光催化剂的情况下,用可见光照射9酯取代的蒽会导致形成内过氧化物,然后进一步进行碱辅助裂解,从而制得蒽醌。能量转移产生的蒽的激发态物质,与3 O 2相互作用,通过能量转移提供1 O 2,并与1 O 2进行环加成反应。通过使用钯(II)催化和可见光介导的转化,我们开发了一种有效的合成方案,可从容易获得的二芳基羧酸中获得各种蒽醌。在30°C的O 2下,用30 W荧光灯照射,在叔戊醇中用乙酸钯(II),Ac-Ile-OH,苯醌和碳酸钾获得最佳结果。