2-多氟芳基喹喔啉衍生物的合成及制备工艺研究

摘要

以2-羟基喹喔啉衍生物为原料,通过溴化反应制备中间产物2-溴喹喔啉衍生物,与多氟芳烃在碘化亚铜的催化作用下发生偶联反应,合成了2-多氟芳基喹喔啉衍生物,产物结构经过了1 HNMR、13 C NMR、19 F NMR和MS表征.研究了催化剂种类及用量、物料比、反应温度、碱和溶剂对产物收率的影响.结果表明,2-多氟芳基喹喔啉衍生物优化工艺条件为:n(2-溴喹喔啉衍生物):n(多氟芳烃):n(碘化亚铜):n(1,10-菲啰啉):n(磷酸钾)=1.0:1.5:0.1:0.1:2.0,二甲苯-二甲基甲酰胺V/V=1/1为反应溶剂,在110℃下反应12 h,收率81%.%2-Bromoquinoxaline derivatives were synthesized by quinoxalin-2-ol derivatives through the method of bromination reaction ,which were further reacted with polyfluoroarenes through a cross-coupling process to prepare 2-( polyfluoroaryl ) quinoxaline derivatives .The structures were characterized by 1 H NMR,13 C NMR,19 F NMR and MS.The effects of catalyst and its loading ,molar ratio of substrates and the reaction temperature on yield of products were studied .The optimum reaction conditions for the synthesis of 2-(polyfluoroaryl)quinoxaline derivatives were obtained as follows:n(2-bromoquinoxaline):n(polyflu-oroarenes):n(CuI):n(1,10-phenanthrine):n(K3PO4) =1.0:1.5:0.1:0.1:2.0.A mixture of xylene and DMF(volume ratio 1:1) was used as solvent.The reactions were conducted at 110 ℃ for 12 h,the yield were 81%.