Suzuki偶联反应合成2,3-二芳基取代吡嗪化合物  

Synthesis of 2,3-diarylpyrazine by Suzuki Coupling Reactions

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作  者:张焱[1] 苑雪冬 ZHANG Yah YUAN Xue-dong(School of Materials Science and Engineering, Beijing Institute of Fashion Technology, Beijing, 100029, China)

机构地区:[1]北京服装学院材料科学与工程学院,北京100029

出  处:《北京服装学院学报(自然科学版)》2016年第2期7-13,共7页Journal of Beijing Institute of Fashion Technology:Natural Science Edition

基  金:北京市青年拔尖人才培育计划(CIT&TCD201304023)

摘  要:以2,3-二氯吡嗪及取代苯硼酸为起始原料,经Suzuki偶联反应构筑分子骨架,合成了不同取代基修饰的新型2,3-二芳基取代吡嗪衍生物;目标化合物结构经1H NMR,IR和EI-MS分析表征;探讨了底物用量比及不同结构芳硼酸对反应的影响.结果表明,在无氧条件下,碱性二氧六环中,使用Pd(PPh_3)_4催化剂,除邻氰基苯硼酸外,所有反应均可有效进行,目标产物收率可达44%~93%.In this paper,the suzuki coupling reactions of 2,3-dichloropyrazine with arylboronic acids were carried out to synthesize a seriesof novel 2,3-diarylpyrazine derivatives using Pb( PPh3)4as the catalyst. The products were characterized and confirmed by1 H NMR,IR and EI-MS. The influence of the 2,3-dichloropyrazine / arylboronic acid ratio and the molecular structure of the arylboronic acids on the yields of the productswasinvestigated were studied. The results showed that in oxygen-free basic dioxane,the coupling reactions between 2,3-dichloropyrazine andthe arylboronic acids,except o-cyanophenylboronic acid,used in this paper could proceed in the presence of Pd( PPh3)4. The yields of the products are in the range of 44-93%,depending on the molecular structure of the arylboronic acids and the reaction conditions.

关 键 词:SUZUKI偶联反应 2 3-二芳基吡嗪 催化 合成 精细化工中间体 

分 类 号:O626.2[理学—有机化学]

 

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