三组分一锅法合成3-苯并[d]咪唑色烯衍生物  

One-Pot Three-Component Synthesis of 3-(1H-Benzo[d]imidazol-2-yl)chromen Derivatives

作　　者：王翔[1] 陈平[1] 支三军[1] 胡华友[1] 阚玉和[1] 张载超[1] Wang Xiang;Chen Ping;Zhi Sanjun;Hu Huayou;Kan Yuhe;Zhang Zaichao(Jiangsu Key Laboratory for Chemistry of Low-Dimensional Materials,School of Chemistry and Chemical Engineerings Huaiyin Normal University,Huai'an,Jiangsu 223300)

机构地区：[1]淮阴师范学院化学化工学院江苏省低维材料化学重点实验室

出　　处：《有机化学》2019年第11期3299-3303,共5页Chinese Journal of Organic Chemistry

基　　金：国家自然科学基金(Nos.21601061,51403073);江苏省高校面上基金(No.16KJB150006);江苏省低维材料化学重点实验室开放基金(No.JSKC15145)资助项目~~

摘　　要：苯并咪唑和色烯类化合物具有广泛的生物活性,同时含有苯并咪唑和色烯骨架的杂环化合物具有较强的Rho激酶抑制活性.然而,目前还缺乏有效的合成方法来制备该类化合物.报道了芳醛、2-氰甲基苯并咪唑和5,5-二甲基-1,3-环己二酮的三组分串联反应,合成了一系列多取代3-苯并咪唑色烯衍生物,产率为48%~89%.该反应以乙醇为溶剂,吡啶为催化剂,在回流条件下反应1~3 h即可得到目标产物.Benzoimidazole and chromen derivatives exhibit a variety of important biological activities. Chromens incorporating benzoimidazole moiety have high Rho kinase inhibitory activity. However, the effective synthetic method for the preparation of these compounds is rare. The efficient synthesis of new substituted 3-(1H-benzo[d]imidazol-2-yl)-4H-chromens in 48%~89% yields via one-pot, three-component reaction of 2-(1H-benzo[d]imidazol-2-yl)acetonitrile with aromatic aldehydes and 5,5-dimethylcyclohexane-1,3-dione was studied. This reaction was carried out in EtOH in the presence of pyridine under reflux conditions. All reactions were completed within 1 to 3 h.

关 键 词：苯并咪唑 色烯 多组分反应 杂环骨架 

分 类 号：O62[理学—有机化学]