摘要
1,8-二氮杂双环[5.4.0]十一碳-7-烯(DBU)与N-苯基-N-苄基苯丙炔酰胺化合物在80℃下以乙腈为溶剂反应,得到DBU骨架的三元并环含氮杂环化合物.进一步以苯丙炔weinreb酰胺为底物研究了该反应,含有苯基、对甲苯基、对氯苯基和间氯苯基的苯丙炔weinreb酰胺均能与DBU反应得到相应的并环含氮杂环化合物.当苯丙炔酸乙酯与DBU在80℃下以乙腈为溶剂反应时,得到了以DBU为骨架的两种同分异构体,通过一维(~1H-NMR,^(13)C-NMR)与碳氢远程相关二维(HMBC)核磁共振谱图、质谱等对产物的结构进行了确认.
DBU（ 1,8-diazabicyclo [5. 4. 0]undec-7-ene）-skeleton N-containing heterocycles were synthesized through the cyclization reaction between N-benzyl-N-phenyl-3-arylpropiolamide with DBU in acetonitrile at 80 ℃. Weinreb amide also could react with DBU and give the same skeleton products.When ethyl 3-phenylpropiolate reacted with DBU at 80 ℃ in acetonitrile,two DBU-skeleton N-containing heterocycle isomers were obtained. Its structure was elucidated by 1D（~1 H-NMR,^（13） C-NMR） and 2 D（1 H-detected heteronuclear multiple bond correlation） nuclear magnetic spectra and mass spectra.
作者
陈万里
伍松玲
CHEN Wanli;WU Songlin(Research Center of Analysis ＆ Measurement, Zhejiang University of Technology, Hangzhou 310014, China;College of Chemical Engineering, Zhejiang University of Technology, Hangzhou 310014, China)
出处
《浙江工业大学学报》
CAS
北大核心
2018年第1期90-94,共5页
Journal of Zhejiang University of Technology
关键词
DBU
苯丙炔酰胺
核磁共振
反应机理
DBU
phenylpropiolamides
nuclear magnetic spectra
the reaction mechanism
