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无催化剂一锅法合成4-取代喹唑啉
Catalyst-Free One-Pot Synthesis of 4-Substituted Quinazolines
【摘要】 报道了一种无需催化剂一锅法制备喹唑啉类化合物的新方法,制备的15个喹唑啉化合物中,其中有3个新化合物,收率在37%~95%.探讨了溴代烃的电子效应和空间位阻效应对反应的影响,提出了可能涉及重复亲核加成、消除生成喹唑啉的新机理,并因此而扩展到用酸酐代替N,N-二甲基甲酰胺(DMF)的反应.
【Abstract】 A novel and catalyst-free one-pot method for the preparation of quinazoline compounds has been reported. Of the prepared 15 quinazoline compounds, three are new compounds. Their yields are among 37%~95%. The effects of electron effect and steric hindrance on the reaction were discussed. A plausible novel mechanism concerning repeating nucleophilic addition and elimination to give quinazoline has been proposed. By this mechanism, the reaction could be applied to acid anhydride instead of N,N-dimethylformamide(DMF).
【关键词】 喹唑啉;
一锅法;
无催化剂;
格氏试剂;
合成;
【Key words】 quinazoline; one-pot; catalyst-free; Grignard reagent; synthesis;
【Key words】 quinazoline; one-pot; catalyst-free; Grignard reagent; synthesis;
【基金】 国家自然科学基金(No.21274083)资助项目~~
- 【文献出处】 有机化学 ,Chinese Journal of Organic Chemistry , 编辑部邮箱 ,2017年10期
- 【分类号】O626
- 【下载频次】176