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金催化端位炔偶联反应的研究
Study on gold-catalyzed coupling reactions of terminal alkynes
【摘要】 以苯乙炔为反应底物,三溴化金(Au Br3)为催化剂,1-氯甲基-4-氟-1,4-重氮化二环[2.2.2]辛烷双(四氟硼酸盐)(selectflour)为氧化剂,N,N-二异丙基乙胺(DIPEA)为碱,乙腈为溶剂,在室温条件下反应,实现端位炔的自身偶联.在优化条件下,目标产物的收率达到92%.讨论苯环上取代基对反应的影响,不同取代基的芳基端位炔发生自身偶联反应的收率为62%93%.此研究发现了一种快速高效合成共轭二炔的方法,发展了金催化的方法学.
【Abstract】 With phenylacetylene as the substrate,Au Br3 as the catalyst,1-chloromethyl-4-fluoro-1,4-diazo bicyclo [2. 2. 2] octane bis( tetrafluoroborate)( selectflour) as the oxidant,DIPEA as the base,acetonitrile as the solvent,the reaction can be proceeded at room temperature and it achieved the self-coupling of the terminal acetylenes. Under the optimized conditions,the yield of the target product was 92%,and the effect of substituents on the reaction of benzene ring was discussed. The yield of the self-coupling reaction of the arylterminal alkynes of the different substituents was 62% 93%. The study found a rapid and efficient synthesis of conjugated diynes,and it developed a gold-catalyzed methodology.
【Key words】 terminal alkynes; AuBr3; DIPEA; self-coupling; conjugated diyne;
- 【文献出处】 湖北大学学报(自然科学版) ,Journal of Hubei University(Natural Science) , 编辑部邮箱 ,2018年02期
- 【分类号】O621.251
- 【下载频次】151