摘要
以三乙甘醇单甲醚为原料,制得化合物1和2; 1和2经取代反应制得1-【2-{1-[2-(2-甲氧基乙氧基)乙氧基]乙氧基}甲基-3-[2-(2-甲氧基乙氧基)乙氧基]乙氧基】丙氧基-3,5-二溴苯(3)和1-[2-(2-甲氧基乙氧基)乙氧基]乙氧基-3,5-二溴苯(4); 3和4分别与双频那醇合二硼反应制得化合物5和6; 6与5-溴-2-碘嘧啶发生Suzuki-Miyaura交叉偶联反应制得化合物7; 5与7在铂催化下发生Suzuki-Miyaura交叉偶联反应合成了一个新型的共轭大环化合物,其结构经1H NMR,13C NMR和MALDI-TOF-MS表征。
Two compounds(1and2)were obtained from triethylene glycol monomethyl ether.1,3-Dibromo-5-{3-[2-(2-methoxyethoxy)ethoxy]ethoxy-2-{1-[2-(2-methoxyethoxy)ethoxy]ethoxy}methyl}propoxy-benzene(3) and 1,3-dibromo-5-[2-(2-methoxuethoxy)ethoxy]ethoxy-benzene(4)were prepared by nucleophilic substitution,which were further treated with bis(pinacolato)diboron to give compound 5 and compound 6,respectively.Compound 7 was prepared by Suzuki-Miyaura coupling reaction of 5-bromo-2-iodopyrimidine with6.A novel conjugated macrocycle compound was synthesized by Pd(0)catalyzed Suzuki-Miyaura coupling reaction of 5 with 7.The structure was characterized by^1H NMR,^13C NMR and MADIL-TOF MS.
作者
何洪洲
杨凌辉
郑爱助
张灯青
李贤英
金武松
HE Hong-zhou;YANG Ling-hui;ZHENG Ai-zhu;ZHANG Deng-qing;LI Xian-ying;JIN Wu-song(College of Chemistry,Chemical Engineering and Biotechnology,Donghua University,Shanghai 201620,China;College of Environment Science and Engineering,Donghua University,Shanghai 201620,China)
出处
《合成化学》
CAS
CSCD
北大核心
2018年第12期900-904,共5页
Chinese Journal of Synthetic Chemistry
基金
上海市科委科技创新行动计划基础研究项目(16JC1401900)
关键词
交叉偶联反应
共轭大环
双频那醇合二硼
5-溴-2-碘嘧啶
合成
Suzuki-Miyaura coupling reaction
conjugated macrocycle
bis(pinacolato)diboron
5-bromo-2-iodopyrimidine
synthesis
