三氟化硼乙醚催化合成1-(氨基甲酰基甲基)-2-烃基-3,1-苯并噁嗪类化合物  

Boron Trifluoride Diethyl Etherate Catalyzed Synthesis of 1-(Carbamoylmethyl)-2-Aryl/Alkyl-3,1-Benzoxazines

作　　者：唐子龙 王恋[1,2] 谭经照 姚园[1,2] 彭丽芬 TANG Zilong;WANG Lian;TAN Jingzhao;YAO Yuan;PENG Lifeng(Key Laboratory of Theoretical Organic Chemistry and Functional Molecule,Ministry of Education,Hu′nan University of Science and Technology,Xiangtan,Hu′nan 411201,China;School of Chemistry and Chemical Engineering,Hu′nan University of Science and Technology,Xiangtan,Hu′nan 411201,China)

机构地区：[1]湖南科技大学理论有机化学与功能分子教育部重点实验室,湖南湘潭411201 [2]湖南科技大学化学化工学院,湖南湘潭411201

出　　处：《应用化学》2018年第10期1190-1200,共11页Chinese Journal of Applied Chemistry

基　　金：国家自然科学基金(21372070);湖南省教育厅科研项目(17A066);理论有机化学与功能分子教育部重点实验室开放基金资助项目(LKF1506)资助项目~~

摘　　要：研究了三氟化硼乙醚(BF3·OEt2)催化2-(N-取代氨基甲酰基甲基氨基)苯甲醇与醛的反应,发展了合成取代3,1-苯并噁嗪类化合物的方法,通过该方法合成了一系列新型结构的1-(氨基甲酰基甲基)-2-烃基-3,1-苯并噁嗪类化合物。对于这类反应BF3·OEt2比三甲基氯硅烷(TMSCl)和四氯化锡(Sn Cl4)的普适性更广,它能有效催化这类反应,而后二者却不能。探讨了TMSCl和Sn Cl4不能催化2-(N-取代氨基甲酰甲基氨基)苯甲醇与醛反应的原因。Boron trifluoride diethyl etherate(BF 3·OEt 2)catalyzed reaction of 2-(N-substituted amino)benzyl alcohol with aldehyde was studied,and resulted a new method for the preparation of substituted 3,1-benzoxazine.By this method,a series of novel 1-(carbamoylmethyl)-2-aryl/alkyl-3,1-benzoxazines was prepared.It was found that BF 3·OEt 2 was a more general catalyst for these reactions than chlorotrimethylsilane and SnCl 4 for the reaction and the reason causing this difference was discussed.

关 键 词：氮杂环化合物 取代3 1-苯并噁嗪 合成 BF3·OEt2 催化剂 

分 类 号：O622[理学—有机化学]