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3-(2-对甲苯基苯并呋喃-3-基)环己-2-烯酮的合成

Synthesis of 3-(2-p-Tolylbenzofuran-3-yl)cyclohex-2-enone
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摘要 以N,N-二甲基甲酰胺作溶剂,2-对甲苯乙炔基苯酚和α-环己烯酮在氯化钯和四丁基碘化铵的作用下,可以顺利发生分子内环化反应一步合成3-(2-对甲苯基苯并呋喃-3-基)环己-2-烯酮。反应最佳条件为:n(2-对甲苯乙炔基苯酚)∶n(α-环己烯酮)∶n(氯化钯)∶n(四丁基碘化铵)=1∶5∶0.05∶1,反应温度为100℃,反应时间为24h,反应最佳产率82.0%。产物经1 H NMR、13 CNMR和GC-MS确征。 3-（2-p-Tolylbenzofuran-3-yl）cyclohex-2-enone was synthesized by the reaction of 2-（p-tolylethynyl）phenol and cyclohex-2-enone in the presence of palladium（Ⅱ） chloride and tetrabutyl ammonium iodide as catalysts via a tandem reaction in N,N-dimethylformamide solvent.The optimum reaction conditions were as follows： n（2-（p-tolylethynyl）phenol）∶n（cyclohex-2-enone）∶n（PdCl2）∶n（Bu4NI）=1∶5∶0.05∶1 and reacting under air atmosphere at 100℃ for 24 h.The yield was 82%.The structure was characterized by 1H NMR,13C NMR and GC-MS.
作者 唐建生 莫敏 郑敏
机构地区 湖南第一师范学院数理系
出处 《化学世界》 CAS CSCD 北大核心 2013年第3期169-171,192,共4页 Chemical World
基金 湖南省教育厅科研项目(09C229) 湖南省科技厅科技项目(2011FJ3125 2011FJ3248)
关键词 氯化钯 四丁基碘化铵 串联反应 3-(2-对甲苯基苯并呋喃-3-基)环己-2-烯酮 palladium（Ⅱ） chloride tetrabutyl ammonium iodide cascade reaction 3-（2-p-tolylbenzofuran-3-yl）cyclohex-2-enone
分类号 O621.3 [理学—有机化学]
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参考文献13

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二级参考文献26

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化学世界
2013年 第3期

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