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白屈菜红碱的全合成

黄康伦 谢龙观 吕培 郭翠 徐效华

高等学校化学学报2013,Vol.34Issue(8):1858-1862,5.
高等学校化学学报2013,Vol.34Issue(8):1858-1862,5.DOI:10.7503/cjcu20130279

白屈菜红碱的全合成

Total Synthesis of Chelerythrine

黄康伦 1谢龙观 1吕培 1郭翠 1徐效华1

作者信息

  • 1. 南开大学元素有机化学国家重点实验室,元素有机化学研究所,天津300071
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摘要

Abstract

Chelerythrine is an isoquinoline alkaloid isolated from Herba Chelidonii that possess complex structure and remarkable activities.In this work,its total synthetic approach was investigated.Key meditate methyl 6-iodo-2,3-dimethoxybenzoate (7) was obtained in six steps with (6-bromo-2,3-dimethoxyphenyl) methanol (1) as starting material.The core structure was efficiently constructed by palladium-catalyzed tandem reaction in one step.At the same time,a proposed mechanism of palladium-catalyzed tandem reaction was suggested and the chelerythrine was synthesized in 10 steps with a total yield of 60.9%.All compounds were confirmed by IR,1H NMR,13C NMR and high resolution mass spectrometer(HRMS).

关键词

苯并[c]菲啶/白屈菜红碱/全合成

Key words

Benzo[c]phenanthridine/ Chelerythrine/ Total synthesis

分类

化学化工

引用本文复制引用

黄康伦,谢龙观,吕培,郭翠,徐效华..白屈菜红碱的全合成[J].高等学校化学学报,2013,34(8):1858-1862,5.

基金项目

国家科技支撑计划项目(批准号:2011BAE06B05)资助. (批准号:2011BAE06B05)

高等学校化学学报

OA北大核心CSCDCSTPCD

0251-0790

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