吡咯分子内的Friedel-Crafts烷基化关环反应:“一锅法”对映选择性地构建吡咯稠杂环类化合物

doi:10.6023/cjoc201707003

有机化学 ›› 2017, Vol. 37 ›› Issue (12): 3163-3169.DOI: 10.6023/cjoc201707003 上一篇下一篇

研究论文

吡咯分子内的Friedel-Crafts烷基化关环反应:“一锅法”对映选择性地构建吡咯稠杂环类化合物

朱晓宇, 赵亚楠, 兰丽艳, 李文泽

沈阳化工大学应用化学学院沈阳 110142

收稿日期:2017-07-04 修回日期:2017-08-23 发布日期:2017-09-15
通讯作者: 李文泽 E-mail:liwenze@syuct.edu.cn
基金资助:
国家自然科学基金（No.21502118）资助项目.

Enantioselective Organocatalytic Intramolecular Friedel-Crafts Alkylations of Pyrrole-Type Aryloxy-and Arylamino-tethered Enals: Access to a New Class of Pyrrole-Fused Heterocycles

Zhu Xiaoyu, Zhao Yanan, Lan Liyan, Li Wenze

College of Applied Chemistry, Shenyang University of Chemical Technology, Shenyang 110142

Received:2017-07-04 Revised:2017-08-23 Published:2017-09-15
Contact: 10.6023/cjoc201707003 E-mail:liwenze@syuct.edu.cn
Supported by:
Project supported by the National Natural Science Foundation of China (No. 21502118).

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1. 吡咯分子内的Friedel-Crafts烷基化关环反应:“一锅法”对映选择性地构建吡咯稠杂环类化合物.PDF(1082KB)

摘要/Abstract

以1-[（2-烯丙氧基）苯基]吡咯和1-[（2-烯丙胺基）苯基]吡咯为合成砌块，探索了其在"一锅法"烯烃交叉复分解/分子内Friedel-Crafts烷基化串联反应中的应用，这一策略可以简便地以较高的产率和良好的对映选择性构建结构新颖的吡咯稠七元杂环类化合物.

关键词: 吡咯稠杂环, 烯烃交叉复分解, Friedel-Crafts烷基化, 不对称合成, 一锅法

The catalytic asymmetric one-pot tandem intermolecular olefin cross-metathesis/intramolecular Friedel-Crafts alkylation with aryloxy-and arylamino-tethered enals as building blocks was developed, which offers a direct and convenient access to a novel type of pyrrole-fused heterocyclic compounds in good yields with synthetically useful enantioselectivities.

Key words: pyrrole-fused heterocycles, olefin cross-metathesis, Friedel-Crafts alkylation, asymmetric synthesis, one pot

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朱晓宇, 赵亚楠, 兰丽艳, 李文泽. 吡咯分子内的Friedel-Crafts烷基化关环反应:“一锅法”对映选择性地构建吡咯稠杂环类化合物[J]. 有机化学, 2017, 37(12): 3163-3169.

Zhu Xiaoyu, Zhao Yanan, Lan Liyan, Li Wenze. Enantioselective Organocatalytic Intramolecular Friedel-Crafts Alkylations of Pyrrole-Type Aryloxy-and Arylamino-tethered Enals: Access to a New Class of Pyrrole-Fused Heterocycles[J]. Chin. J. Org. Chem., 2017, 37(12): 3163-3169.

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吡咯分子内的Friedel-Crafts烷基化关环反应:“一锅法”对映选择性地构建吡咯稠杂环类化合物

Enantioselective Organocatalytic Intramolecular Friedel-Crafts Alkylations of Pyrrole-Type Aryloxy-and Arylamino-tethered Enals: Access to a New Class of Pyrrole-Fused Heterocycles

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