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.
作者
唐子龙
王恋
谭经照
姚园
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)
出处
《应用化学》
CAS
CSCD
北大核心
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~~
关键词
氮杂环化合物
取代3
1-苯并噁嗪
合成
BF3·OEt2
催化剂
nitrogen heterocycles
substituted 3,1-benzoxazines
synthesis
boron trifluoride diethyl etherate
catalyst
