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有机化学
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有机化学 ›› 2011, Vol. 31 ›› Issue (07): 1087-1090. 上一篇    下一篇

研究简报

四氢异喹啉衍生物的合成研究

冯志强*,1，杨晓莉1，叶原丰1，郝凌云1，胡金刚2   

  1. (1金陵科技学院材料工程学院 南京 211169)
    (2东南大学化学化工学院 南京 211189)
  • 收稿日期:2010-07-27 修回日期:2011-02-26 发布日期:2011-02-26
  • 通讯作者: 谢宇 E-mail:xieyu_121@163.com
  • 基金资助:

    国家自然科学基金（20807021）、江西省自然科学基金（0620071）、江西省教育厅科技项目（赣教技字[2007]168号）和航空高校基金（EA200502138）;国家级.国家自然科学基金

Synthesis of 1,2,3,4-Tetrahydroisoquinoline Derivatives

Feng Zhiqiang*,1 Yang Xiaoli1 Ye Yuan-feng1 Hao Lingyun1 Hu Jingang2   

  1. (1 School of Material Engineering, Jinling Institute of Technology, Nanjing 211169)
    (2 School of Chemistry & Chemical Engineering, Southeast University, Nanjing 211189)
  • Received:2010-07-27 Revised:2011-02-26 Published:2011-02-26
  • Contact: Yu Xie E-mail:xieyu_121@163.com

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2721

被引次数

9 | 1

以间甲氧基苯乙胺和氯甲酸乙酯为原料, 通过亲核取代、关环、铝锂氢还原、脱甲基以及在N位上Boc保护及脱保护等9步反应得到一系列重要的1,2,3,4-四氢异喹啉及其衍生物. 产物的结构经核磁共振氢谱、红外光谱及元素分析确证. 与传统四氢异喹啉衍生物的合成工艺相比, 该工艺反应条件温和、简便、经济、产率高且对环境友好.

关键词: 间甲氧基苯乙胺, 1,2,3,4-四氢异喹啉, 关环

A series of important 1,2,3,4-tetrahydroisoquinoline derivatives were synthesized from 2-(3-methoxyphenyl)ethylamine and ethyl chloroformate by nucleophilic substitution, cyclization, Li-AlH4 reduction and other reactions amounting to 9 steps. The structures of the products were characterized by IR, 1H NMR spectra and elemental analysis. Compared to the traditional syn-thetic procedures of tetrahydro- isoquinoline, our procedures were temperate, convenient, economical, high-yielding and environment-friendly.

Key words: 2-(3-methoxyphenyl)ethylamine, 1,2,3,4-tetrahydroisoquinoline, cyclization