Synthesis of 2-Substituted Quinolines via Rhodium(III)-Catalyzed C-H Activation of Imidamides and Coupling with Cyclopropanols
被引:57
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作者:
Zhou, Xukai
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机构:
Chinese Acad Sci, Dalian Inst Chem Phys, Dalian 116023, Peoples R China
Univ Chinese Acad Sci, Beijing 100049, Peoples R ChinaChinese Acad Sci, Dalian Inst Chem Phys, Dalian 116023, Peoples R China
Zhou, Xukai
[1
,2
]
Qi, Zisong
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机构:
Chinese Acad Sci, Dalian Inst Chem Phys, Dalian 116023, Peoples R ChinaChinese Acad Sci, Dalian Inst Chem Phys, Dalian 116023, Peoples R China
Qi, Zisong
[1
]
Yu, Songjie
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机构:
Chinese Acad Sci, Dalian Inst Chem Phys, Dalian 116023, Peoples R ChinaChinese Acad Sci, Dalian Inst Chem Phys, Dalian 116023, Peoples R China
Yu, Songjie
[1
]
Kong, Lingheng
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机构:
Chinese Acad Sci, Dalian Inst Chem Phys, Dalian 116023, Peoples R China
Univ Chinese Acad Sci, Beijing 100049, Peoples R ChinaChinese Acad Sci, Dalian Inst Chem Phys, Dalian 116023, Peoples R China
Kong, Lingheng
[1
,2
]
Li, Yang
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机构:
Xi An Jiao Tong Univ, Frontier Inst Sci & Technol, Ctr Organ Chem, Xian 710054, Peoples R ChinaChinese Acad Sci, Dalian Inst Chem Phys, Dalian 116023, Peoples R China
Li, Yang
[3
]
Tian, Wan-Fa
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机构:
Xi An Jiao Tong Univ, Frontier Inst Sci & Technol, Ctr Organ Chem, Xian 710054, Peoples R ChinaChinese Acad Sci, Dalian Inst Chem Phys, Dalian 116023, Peoples R China
Tian, Wan-Fa
[3
]
Li, Xingwei
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机构:
Chinese Acad Sci, Dalian Inst Chem Phys, Dalian 116023, Peoples R ChinaChinese Acad Sci, Dalian Inst Chem Phys, Dalian 116023, Peoples R China
Li, Xingwei
[1
]
机构:
[1] Chinese Acad Sci, Dalian Inst Chem Phys, Dalian 116023, Peoples R China
[2] Univ Chinese Acad Sci, Beijing 100049, Peoples R China
[3] Xi An Jiao Tong Univ, Frontier Inst Sci & Technol, Ctr Organ Chem, Xian 710054, Peoples R China
C-H activation;
C-N bond formation;
cyclopropanols;
imidamides;
2-substituted quinolines;
N BOND FORMATION;
ONE-POT SYNTHESIS;
INTERNAL ALKYNES;
RING EXPANSION;
OXIME ESTERS;
HETEROCYCLES;
ANNULATION;
METAL;
ARYL;
FUNCTIONALIZATION;
D O I:
10.1002/adsc.201601278
中图分类号:
O69 [应用化学];
学科分类号:
081704 ;
摘要:
An efficient synthesis of 2-substituted quinolines from readily available cyclopropanols and imidamides has been developed, where the cyclopropanol acts as a C-3 synthon. With the assistance of a bifunctional imidamide directing group, the reaction occurred via sequential C-H/C-C cleavage and C-C/C-N bond formation.
机构:
Univ Santiago de Compostela, Ctr Singular Invest Quim Biol & Mat Mol CIQUS, Santiago De Compostela 15782, Spain
Univ Santiago de Compostela, Dept Quim Organ, Santiago De Compostela 15782, SpainUniv Santiago de Compostela, Ctr Singular Invest Quim Biol & Mat Mol CIQUS, Santiago De Compostela 15782, Spain
Font, Marc
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Cendon, Borja
Seoane, Andres
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机构:
Univ Santiago de Compostela, Ctr Singular Invest Quim Biol & Mat Mol CIQUS, Santiago De Compostela 15782, Spain
Univ Santiago de Compostela, Dept Quim Organ, Santiago De Compostela 15782, SpainUniv Santiago de Compostela, Ctr Singular Invest Quim Biol & Mat Mol CIQUS, Santiago De Compostela 15782, Spain
Seoane, Andres
Luis Mascarenas, Jose
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机构:
Univ Santiago de Compostela, Ctr Singular Invest Quim Biol & Mat Mol CIQUS, Santiago De Compostela 15782, Spain
Univ Santiago de Compostela, Dept Quim Organ, Santiago De Compostela 15782, SpainUniv Santiago de Compostela, Ctr Singular Invest Quim Biol & Mat Mol CIQUS, Santiago De Compostela 15782, Spain
机构:
Lanzhou Univ Gansu, State Key Lab Appl Organ Chem, Lanzhou 730000, Gansu, Peoples R China
Key Lab Nonferrous Met Chem & Resources Utilizat, Lanzhou 730000, Gansu, Peoples R ChinaLanzhou Univ Gansu, State Key Lab Appl Organ Chem, Lanzhou 730000, Gansu, Peoples R China
Guo, Xin
Han, Jianwei
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机构:
Lanzhou Univ Gansu, State Key Lab Appl Organ Chem, Lanzhou 730000, Gansu, Peoples R China
Key Lab Nonferrous Met Chem & Resources Utilizat, Lanzhou 730000, Gansu, Peoples R ChinaLanzhou Univ Gansu, State Key Lab Appl Organ Chem, Lanzhou 730000, Gansu, Peoples R China
Han, Jianwei
Liu, Yafeng
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h-index: 0
机构:
Lanzhou Univ Gansu, State Key Lab Appl Organ Chem, Lanzhou 730000, Gansu, Peoples R China
Key Lab Nonferrous Met Chem & Resources Utilizat, Lanzhou 730000, Gansu, Peoples R ChinaLanzhou Univ Gansu, State Key Lab Appl Organ Chem, Lanzhou 730000, Gansu, Peoples R China
Liu, Yafeng
Qin, Mingda
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机构:
Lanzhou Univ Gansu, State Key Lab Appl Organ Chem, Lanzhou 730000, Gansu, Peoples R China
Key Lab Nonferrous Met Chem & Resources Utilizat, Lanzhou 730000, Gansu, Peoples R ChinaLanzhou Univ Gansu, State Key Lab Appl Organ Chem, Lanzhou 730000, Gansu, Peoples R China
Qin, Mingda
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机构:
Zhang, Xueguo
Chen, Baohua
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机构:
Lanzhou Univ Gansu, State Key Lab Appl Organ Chem, Lanzhou 730000, Gansu, Peoples R China
Key Lab Nonferrous Met Chem & Resources Utilizat, Lanzhou 730000, Gansu, Peoples R China
Lanzhou Univ, Zhongwei Hightech Inst, Ningxia 755500, Peoples R ChinaLanzhou Univ Gansu, State Key Lab Appl Organ Chem, Lanzhou 730000, Gansu, Peoples R China
机构:
Univ Calif Berkeley, Dept Chem, Berkeley, CA 94720 USAUniv Calif Berkeley, Div Chem Sci, Lawrence Berkeley Natl Lab, Berkeley, CA 94720 USA
Tsai, Andy S.
Wilson, Rebecca M.
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Univ Calif Berkeley, Dept Chem, Berkeley, CA 94720 USAUniv Calif Berkeley, Div Chem Sci, Lawrence Berkeley Natl Lab, Berkeley, CA 94720 USA
Wilson, Rebecca M.
Harada, Hitoshi
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机构:
Univ Calif Berkeley, Dept Chem, Berkeley, CA 94720 USAUniv Calif Berkeley, Div Chem Sci, Lawrence Berkeley Natl Lab, Berkeley, CA 94720 USA
Harada, Hitoshi
Bergman, Robert G.
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机构:
Univ Calif Berkeley, Div Chem Sci, Lawrence Berkeley Natl Lab, Berkeley, CA 94720 USA
Univ Calif Berkeley, Dept Chem, Berkeley, CA 94720 USAUniv Calif Berkeley, Div Chem Sci, Lawrence Berkeley Natl Lab, Berkeley, CA 94720 USA
Bergman, Robert G.
Ellman, Jonathan A.
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机构:
Univ Calif Berkeley, Dept Chem, Berkeley, CA 94720 USAUniv Calif Berkeley, Div Chem Sci, Lawrence Berkeley Natl Lab, Berkeley, CA 94720 USA
机构:
Sichuan Univ, West China Sch Pharm, Key Lab Drug Targeting & Drug Delivery Syst, Educ Minist, Chengdu 610041, Peoples R ChinaSichuan Univ, West China Sch Pharm, Key Lab Drug Targeting & Drug Delivery Syst, Educ Minist, Chengdu 610041, Peoples R China
Li, Shuai-Shuai
Qin, Liu
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机构:
Sichuan Univ, West China Sch Pharm, Key Lab Drug Targeting & Drug Delivery Syst, Educ Minist, Chengdu 610041, Peoples R ChinaSichuan Univ, West China Sch Pharm, Key Lab Drug Targeting & Drug Delivery Syst, Educ Minist, Chengdu 610041, Peoples R China
Qin, Liu
Dong, Lin
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机构:
Sichuan Univ, West China Sch Pharm, Key Lab Drug Targeting & Drug Delivery Syst, Educ Minist, Chengdu 610041, Peoples R ChinaSichuan Univ, West China Sch Pharm, Key Lab Drug Targeting & Drug Delivery Syst, Educ Minist, Chengdu 610041, Peoples R China