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一个实用的碘催化的串联过程:利用醛来合成咪唑并[1,5-a]吡啶类化合物
  • ISSN号:0567-7351
  • 期刊名称:《化学学报》
  • 时间:0
  • 分类:O626.32[理学—有机化学;理学—化学]
  • 作者机构:[1]江西师范大学化学化工学院,南昌330022, [2]中国科学技术大学化学系,合肥230026
  • 相关基金:项目受图家自然科学基金(Nos.21172205,21272222)资助.
中文摘要:

咪唑计吡啶[1.5-α]类化合物足类县有环俞氮类的杂环化合物,在自然界中并不广存在.但是近些年米的研究发肌,这类杂环包括它的衍生物广泛地心用于光学材料和生物医药领域中.我们选用吡啶苄胺和芳香醛作为反应底物.存碘和过氧叔丁醇催化下,反麻能够得到咪唑并[1,5-a]吡啶类衍生物,而且我们研究当使用吡啶苄胺a何有取代基的底物时,也能够得到相应的口标产物.因此,利用这种方法我们能同时制备得到3-芳基化的咪唑并吡啶[1,5-α]类化合物干[1,3-二片基化的咪唑并[1,5-α]吡啶类化合物.而且,该发展起来的方法具有操作简单,条件温和等特点.

英文摘要:

Imidazo[1,5-α]pyridines represent an important class ofheterocyclic compounds because of their largely potential application in photophysical and biological areas. These substances have been widely investigated in the context of organic light-emitting diodes (OLED) and organic thinlayer field effect transistors (FET). Furthermore, they have been explored in a wide range of potential pharmaceutical applications, including H1V-protease inhibitors, and Thromboxane A2 synthesis in- hibitors. However, literature survey found that only some strategies for the synthesis of imidazo[1,5-α]pyridine derivatives were reported. Traditionally, substituted imidazo[1,5-α]pyridines were accessed via Vilsmeier-type cyclizations of N-2-pyridylmethyl amides. Recently, Mural's group reported several methods for the construction of imidazo-[1,5-α]pyridine rings. Although these methods provided useful access to substituted imidazo[l,5-α]pyridine derivatives, they suffered from some drawbacks, such as the use of strong acid and high temperature, moreover, study on the preparation of 3-arylated imi- dazo[1,5-α]pyridines and 1,3-diarylated imidazo[l,5-α]pyridines in a procedure is rare. Therefore, developing more efficient and practical protocols for the preparation of 3-arylated imidazo[1,5-α]pyridines and 1,3-diarylated imidazo[1,5-α]pyridines still are highly desirable. As part of a program targeting new methods for constructing some useful heterocycles probably found application in pharmaceutical and industry areas. We chose pyridin-2-ylmethanamine and aldehydes as the reaction substrates to achieve the synthesis of imidazo[1,5-α]pyridines in the presence of iodine and TBHP. Moreover, a-substituted pyridin-2-ylmethanamine used as substrate reacted with aldehydes to also provide 1,3-diarylated imidazo[1,5-α]pyridines. Therefore, 3-aryl imidazo[1,5-α]pyridines and 1,3-diaryl imidazo[1,5-α]pyridines can be obtained through this method. Herein, we report a simple and efficient iodine-catalyzed synthesis of 3-substit

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期刊信息
  • 《化学学报》
  • 北大核心期刊(2014版)
  • 主管单位:中国科学院
  • 主办单位:中国化学会 中国科学院上海有机化学研究所
  • 主编:周其林
  • 地址:上海市零陵路345号
  • 邮编:200032
  • 邮箱:hxxb@sioc.ac.cn
  • 电话:021-54925085
  • 国际标准刊号:ISSN:0567-7351
  • 国内统一刊号:ISSN:31-1320/O6
  • 邮发代号:4-209
  • 获奖情况:
  • 首届国家期刊奖,第二届国家期刊奖提名奖,中国期刊方阵“双高期刊”
  • 国内外数据库收录:
  • 俄罗斯文摘杂志,美国化学文摘(网络版),荷兰文摘与引文数据库,美国科学引文索引(扩展库),日本日本科学技术振兴机构数据库,中国中国科技核心期刊,中国北大核心期刊(2004版),中国北大核心期刊(2008版),中国北大核心期刊(2011版),中国北大核心期刊(2014版),英国英国皇家化学学会文摘,中国北大核心期刊(2000版)
  • 被引量:28694