摘要/Abstract

以2-氨基萘醌和邻二溴苯为起始原料，详细探讨了钯催化"一瓶法"合成咔唑醌类化合物的方法.研究结果表明，以氯化钯为催化剂、2-二环己基膦-2，4，6-三异丙基联苯为配体、碳酸钾为碱、N，N-二甲基甲酰胺为溶剂，于160℃下反应72 h获得81%产率的N—H/C—H双芳基化串联反应产物.在此标准条件下，通过改变邻二卤代芳烃的结构，研究了该合成方法的适用范围与局限性，合成得到的系列咔唑醌衍生物经¹H NMR和¹³C NMR结构表征.
关键词: 钯催化, 咔唑醌, 胺化, 芳基化, 串联反应
Starting from 2-aminonaphthalene-1,4-dione and o-dibromoarene, palladium-catalyzed one-pot synthesis of carbazolequinone was examined in detail. With PdCl₂ as the catalyst, 2-dicyclohexylphosphino-2',4',6'-triisopropylbiphenyl (Xphos) as ligand and K₂CO₃ as base in N,N-dimethylformamide (DMF) at 160℃ for 72 h, the annulation reaction afforded the corresponding product by N-H/C-H double arylation process in 81% yield. With different o-dihaloarenes, a series of carbazolequinone derivatives were synthesized to examine the scope and limitation of the above method, and the structure of products was characterized by ¹H NMR and ¹³C NMR spectra.
Key words: palladium-catalyzed, carbazolequinones, amination, arylation, tandem reaction


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