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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
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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. 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.
出处 《湖北大学学报(自然科学版)》 CAS 2018年第2期143-147,共5页 Journal of Hubei University:Natural Science
关键词 端位炔 三溴化金 四氟硼酸盐 自身偶联 共轭二炔 terminal alkynes AuBr3 DIPEA self-coupling conjugated diyne
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