实用导向基辅助下的邻苯二酚衍生物的便捷合成  

Facile Synthesis of Pyrocatechol Derivatives Using a Practical Auxiliary

作　　者：林玲 林学然 冯鹏举 LIN Ling;LIN Xue-ran;FENG Peng-ju(Department of Chemistry,Jinan University,Guangzhou,510632,China)

机构地区：[1]暨南大学化学系,广东广州510632

出　　处：《合成化学》2020年第7期626-631,共6页Chinese Journal of Synthetic Chemistry

基　　金：国家自然科学基金资助项目(21602078);中央高校基本科研业务费专项资金。

摘　　要：5-硝基嘧啶作为导向基(DG)能很好的辅助钯催化苯酚邻位乙酰氧基化,研究发现该导向基的引入方便且偶联后能在温和条件下移除。该方法操作简单,有良好的底物官能团兼容性,通过一锅法实现导向基的引入和苯酚邻位乙酰氧基化,合成了具有丰富取代基的10种2-[(5-硝基嘧啶-2-基)氧基]芳基乙酸酯新化合物。该类乙酰氧基化产物能够以最高75%收率得到,其结构均经1 H NMR,13 C NMR以及HR-MS(ESI)确证。This paper describes a facile synthesis of pyrocatechol derivatives via a palladium-catalyzed C-H acetoxylation strategy with 5-nitropyrimidine as a directing group(DG)which can be easily pre-installed and readily removed under mild condition after the coupling.In addition,the transformation is operationally simple,has good functional group tolerance.Phenols with various substitutions can be through a palladium-catalyzed C-H acetoxylation process in one-pot to deliver ten new acetoxylated compounds.The 2-[(5-nitropyrimidin-2-yl)oxy]Aryl acetated compounds were obtained in up to 75%yield,which were characterized by 1 H NMR,13 C NMR and HR-MS(ESI).

关 键 词：导向基 C-H官能团化 邻位乙酰氧基化 邻苯二酚衍生物 5-硝基嘧啶 钯催化 

分 类 号：O614.82[理学—无机化学] O626[理学—化学]