应用化学2017，Vol.34Issue(7)：795-800,6.DOI:10.11944/j.issn.1000-0518.2017.07.160456
银催化邻炔基苯甲醛腙合成多取代异喹啉偶极子
Synthesis of N,N-Isoquinoline Dipoles via Intramolecular Cyclization of o-Alkynylbenzaldehyde Hydrazones
摘要
Abstract
N,N-Isoquinoline dipole derivatives were synthesized via intramolecular cyclization of o-alkynylbenzaldehyde hydrazones in the presence of silver acetate(AgOAc) in dichloromethane(DCM) at room temperature.The chemical structures of these obtained products were characterized by mass spectrometry and nuclear magnetic resonance spectroscopy(NMR).In addition, the effect of catalysts and their loadings, raw material ratios, solvents and temperatures on the yields was investigated.The target compound (3-(((methoxycarbonyl)oxy)methyl)isoquinolin-2-iu-m-2-yl)(tosyl)-amide is obtained in 60% yield and the substrate adaptability can be up to 85% under optimum conditions.This method has advantages of easy operation, mild reaction condition and functional group tolerance.Through the exploration of experimental conditions and substrate applicability, this paper solves the disadvantages and shortcomings of the method of synthesizing isoquinoline dipole compounds in the past, which provides a new experimental method for the preparation of compounds containing such skeletons.关键词
邻炔基苯甲醛腙/银催化/N,N-异喹啉偶极子衍生物Key words
o-alkynylbenzaldehyde hydrazone/silver-catalyzed/N/N-isoquinoline dipole分类
化学化工引用本文复制引用
石赟,李孟生,魏晓琳..银催化邻炔基苯甲醛腙合成多取代异喹啉偶极子[J].应用化学,2017,34(7):795-800,6.基金项目
甘肃省青年科技基金计划(1107RJYA080)资助项目 （1107RJYA080）
Supported by Gansu Province Youth Science and Technology Fund Project(No.1107RJYA080) （No.1107RJYA080）
