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In Situ Generation of Quinolinium Ylides from Diazo Compounds: Copper-Catalyzed Synthesis of Indolizine
被引:54
作者:

Chen, Rongxiang
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Soochow Univ, Key Lab Organ Synth Jiangsu Prov, Coll Chem Chem Engn & Mat Sci, Suzhou 215123, Peoples R China Soochow Univ, Key Lab Organ Synth Jiangsu Prov, Coll Chem Chem Engn & Mat Sci, Suzhou 215123, Peoples R China

Zhao, Yanwei
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Soochow Univ, Key Lab Organ Synth Jiangsu Prov, Coll Chem Chem Engn & Mat Sci, Suzhou 215123, Peoples R China Soochow Univ, Key Lab Organ Synth Jiangsu Prov, Coll Chem Chem Engn & Mat Sci, Suzhou 215123, Peoples R China

Sun, Hongmei
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Soochow Univ, Key Lab Organ Synth Jiangsu Prov, Coll Chem Chem Engn & Mat Sci, Suzhou 215123, Peoples R China Soochow Univ, Key Lab Organ Synth Jiangsu Prov, Coll Chem Chem Engn & Mat Sci, Suzhou 215123, Peoples R China

Shao, Ying
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Soochow Univ, Key Lab Organ Synth Jiangsu Prov, Coll Chem Chem Engn & Mat Sci, Suzhou 215123, Peoples R China
Changzhou Univ, Jiangsu Key Lab Adv Catalyt Mat & Technol, Adv Catalysis & Green Mfg Collaborat Innovat Ctr, Changzhou 213164, Peoples R China Soochow Univ, Key Lab Organ Synth Jiangsu Prov, Coll Chem Chem Engn & Mat Sci, Suzhou 215123, Peoples R China

Xu, Yudong
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Soochow Univ, Key Lab Organ Synth Jiangsu Prov, Coll Chem Chem Engn & Mat Sci, Suzhou 215123, Peoples R China Soochow Univ, Key Lab Organ Synth Jiangsu Prov, Coll Chem Chem Engn & Mat Sci, Suzhou 215123, Peoples R China

Ma, Meihua
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Soochow Univ, Key Lab Organ Synth Jiangsu Prov, Coll Chem Chem Engn & Mat Sci, Suzhou 215123, Peoples R China Soochow Univ, Key Lab Organ Synth Jiangsu Prov, Coll Chem Chem Engn & Mat Sci, Suzhou 215123, Peoples R China

Ma, Liang
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Soochow Univ, Key Lab Organ Synth Jiangsu Prov, Coll Chem Chem Engn & Mat Sci, Suzhou 215123, Peoples R China Soochow Univ, Key Lab Organ Synth Jiangsu Prov, Coll Chem Chem Engn & Mat Sci, Suzhou 215123, Peoples R China

Wan, Xiaobing
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Soochow Univ, Key Lab Organ Synth Jiangsu Prov, Coll Chem Chem Engn & Mat Sci, Suzhou 215123, Peoples R China Soochow Univ, Key Lab Organ Synth Jiangsu Prov, Coll Chem Chem Engn & Mat Sci, Suzhou 215123, Peoples R China
机构:
[1] Soochow Univ, Key Lab Organ Synth Jiangsu Prov, Coll Chem Chem Engn & Mat Sci, Suzhou 215123, Peoples R China
[2] Changzhou Univ, Jiangsu Key Lab Adv Catalyt Mat & Technol, Adv Catalysis & Green Mfg Collaborat Innovat Ctr, Changzhou 213164, Peoples R China
基金:
中国博士后科学基金;
关键词:
ONE-POT SYNTHESIS;
ALPHA-DIAZOCARBONYL COMPOUNDS;
PYRIDINIUM YLIDES;
1,3-DIPOLAR CYCLOADDITION;
QUINOLIZIDINE ALKALOIDS;
N-YLIDES;
FUNCTIONALIZED INDOLIZINES;
TRANSANNULATION REACTION;
SUBSTITUTED INDOLIZINES;
OXIDATIVE ANNULATION;
D O I:
10.1021/acs.joc.7b01042
中图分类号:
O62 [有机化学];
学科分类号:
070303 ;
081704 ;
摘要:
The Cu-catalyzed three-component reaction between quinolines, diazo compounds, and alkenes has been established for direct construction of indolizine derivatives via quinolinium ylides. This methodology is distinguished by the use of a commercially inexpensive catalyst and readily available starting materials, wide substrate scope, and operational simplicity.
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页码:9291 / 9304
页数:14
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- [2] Nucleophilicity Parameters of Pyridinium Ylides and Their Use in Mechanistic Analyses[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2013, 135 (40) : 15216 - 15224Allgaeuer, Dominik S.论文数: 0 引用数: 0 h-index: 0机构: Univ Munich, Dept Chem, D-81377 Munich, Germany Univ Munich, Dept Chem, D-81377 Munich, GermanyMayer, Peter论文数: 0 引用数: 0 h-index: 0机构: Univ Munich, Dept Chem, D-81377 Munich, Germany Univ Munich, Dept Chem, D-81377 Munich, GermanyMayr, Herbert论文数: 0 引用数: 0 h-index: 0机构: Univ Munich, Dept Chem, D-81377 Munich, Germany Univ Munich, Dept Chem, D-81377 Munich, Germany
- [3] One-Pot Two-Step Synthesis of 1-(Ethoxycarbonyl)indolizines via Pyridinium Ylides[J]. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2013, 2013 (28) : 6379 - 6388Allgaeuer, Dominik S.论文数: 0 引用数: 0 h-index: 0机构: Univ Munich, Dept Chem, D-81377 Munich, Germany Univ Munich, Dept Chem, D-81377 Munich, GermanyMayr, Herbert论文数: 0 引用数: 0 h-index: 0机构: Univ Munich, Dept Chem, D-81377 Munich, Germany Univ Munich, Dept Chem, D-81377 Munich, Germany
- [4] Cyclopropanes in water: a diastereoselective synthesis of substituted 2H-chromen-2-one and quinolin-2(1H)-one linked cyclopropanes[J]. GREEN CHEMISTRY, 2016, 18 (07) : 2201 - 2205Anand, Ashish论文数: 0 引用数: 0 h-index: 0机构: Karnatak Univ, Dept Studies Chem, Dharwad 580003, Karnataka, India Karnatak Univ, Dept Studies Chem, Dharwad 580003, Karnataka, IndiaYenagi, Jayashree论文数: 0 引用数: 0 h-index: 0机构: Karnatak Univ, Dept Studies Phys, Dharwad 580003, Karnataka, India Karnatak Univ, Dept Studies Chem, Dharwad 580003, Karnataka, IndiaTonannavar, J.论文数: 0 引用数: 0 h-index: 0机构: Karnatak Univ, Dept Studies Phys, Dharwad 580003, Karnataka, India Karnatak Univ, Dept Studies Chem, Dharwad 580003, Karnataka, IndiaKulkarni, Manohar V.论文数: 0 引用数: 0 h-index: 0机构: Karnatak Univ, Dept Studies Chem, Dharwad 580003, Karnataka, India Karnatak Univ, Dept Studies Chem, Dharwad 580003, Karnataka, India
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