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Convenient Electrophilic Fluorination of Functionalized Aryl and Heteroaryl Magnesium Reagents
被引:98
作者
:
Yamada, Shigeyuki
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Munich, Dept Chem & Biochem, D-81377 Munich, Germany
Univ Munich, Dept Chem & Biochem, D-81377 Munich, Germany
Yamada, Shigeyuki
[
1
]
Gavryushin, Andrei
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Munich, Dept Chem & Biochem, D-81377 Munich, Germany
Univ Munich, Dept Chem & Biochem, D-81377 Munich, Germany
Gavryushin, Andrei
[
1
]
Knochel, Paul
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Munich, Dept Chem & Biochem, D-81377 Munich, Germany
Univ Munich, Dept Chem & Biochem, D-81377 Munich, Germany
Knochel, Paul
[
1
]
机构
:
[1]
Univ Munich, Dept Chem & Biochem, D-81377 Munich, Germany
来源
:
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
|
2010年
/ 49卷
/ 12期
基金
:
欧洲研究理事会;
关键词
:
arenes;
electrophilic substitution;
fluorination;
Grignard reaction;
nitrogen heterocycles;
NUCLEOPHILIC-SUBSTITUTION;
BORONIC ACIDS;
TRIFLUOROMETHYLATION;
ARYLMAGNESIUM;
RADIOLIGAND;
NUCLEOSIDES;
D O I
:
10.1002/anie.200905052
中图分类号
:
O6 [化学];
学科分类号
:
0703 ;
摘要
:
Chemical Equation Presented" Cive me an "F": Electrophilic fluorination of various aromatic and heteroaromatic Grignard reagents is smoothly performed with (PhSO2)2NF as fluorinating agent in a 4:1 mixture of CH2Cl2/ perfluorodecalin (see scheme). This solvent system allows minimization of most side reactions. © 2010 Wiley-VCH Verlag GmbH & Co. KGaA."
引用
收藏
页码:2215 / 2218
页数:4
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Nucleophilic routes to selectively fluorinated aromatics
Adams, DJ
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Univ York, Dept Chem, York YO10 5DD, N Yorkshire, England
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Univ York, Dept Chem, York YO10 5DD, N Yorkshire, England
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Clark, JH
[J].
CHEMICAL SOCIETY REVIEWS,
1999,
28
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231
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[Anonymous], ANGEW CHEM
[3]
N-FLUORO-N-ALKYLSULFONAMIDES - USEFUL REAGENTS FOR THE FLUORINATION OF CARBANIONS
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[J].
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106
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[4]
Catalytic asymmetric fluorinations
Bobbio, Carla
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Univ Oxford, Chem Res Lab, Oxford OX1 3TA, England
Univ Oxford, Chem Res Lab, Oxford OX1 3TA, England
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ORGANIC & BIOMOLECULAR CHEMISTRY,
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Practical synthesis of 2-amino-5-fluorothiazole hydrochloride
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Prosidion Ltd, Oxford OX4 6LT, England
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: 346
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Metal-free electrophilic fluorination of alkyl trifluoroborates and boronic acids
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Univ Lyon, UCBL, ICBMS, CNRS,UMR 5246, F-69622 Villeurbanne, France
Lemaire, Marc
[J].
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: 3936
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[7]
N-FLUORO-ORTHO-BENZENEDISULFONIMIDE - A USEFUL NEW FLUORINATING REAGENT
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Department of Chemistry, Drexel University, Philadelphia
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Department of Chemistry, Drexel University, Philadelphia
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[J].
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[8]
Electrolytic fluorination of organic compounds
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Cairo Univ, Fac Sci, Dept Chem, Giza 12613, Egypt
Cairo Univ, Fac Sci, Dept Chem, Giza 12613, Egypt
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Central Research Laboratories, Ciba-Geigy Ltd.
DIFFERDING, E
RUEGG, GM
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0
引用数:
0
h-index:
0
机构:
Central Research Laboratories, Ciba-Geigy Ltd.
RUEGG, GM
[J].
TETRAHEDRON LETTERS,
1991,
32
(31)
: 3815
-
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[10]
NUCLEOPHILIC-SUBSTITUTION VERSUS ELECTRON-TRANSFER .2. SN2 AT FLUORINE AND ELECTRON-TRANSFER ARE COMPETING AND DIFFERENT PATHWAYS IN ELECTROPHILIC FLUORINATIONS
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h-index:
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CIBA GEIGY AG,CENT RES LABS,CH-4002 BASEL,SWITZERLAND
CIBA GEIGY AG,CENT RES LABS,CH-4002 BASEL,SWITZERLAND
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h-index:
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CIBA GEIGY AG,CENT RES LABS,CH-4002 BASEL,SWITZERLAND
CIBA GEIGY AG,CENT RES LABS,CH-4002 BASEL,SWITZERLAND
WEHRLI, M
[J].
TETRAHEDRON LETTERS,
1991,
32
(31)
: 3819
-
3822
←
1
2
3
4
5
6
→
共 51 条
[1]
Nucleophilic routes to selectively fluorinated aromatics
Adams, DJ
论文数:
0
引用数:
0
h-index:
0
机构:
Univ York, Dept Chem, York YO10 5DD, N Yorkshire, England
Univ York, Dept Chem, York YO10 5DD, N Yorkshire, England
Adams, DJ
Clark, JH
论文数:
0
引用数:
0
h-index:
0
机构:
Univ York, Dept Chem, York YO10 5DD, N Yorkshire, England
Univ York, Dept Chem, York YO10 5DD, N Yorkshire, England
Clark, JH
[J].
CHEMICAL SOCIETY REVIEWS,
1999,
28
(04)
: 225
-
231
[2]
[Anonymous], ANGEW CHEM
[3]
N-FLUORO-N-ALKYLSULFONAMIDES - USEFUL REAGENTS FOR THE FLUORINATION OF CARBANIONS
BARNETTE, WE
论文数:
0
引用数:
0
h-index:
0
BARNETTE, WE
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1984,
106
(02)
: 452
-
454
[4]
Catalytic asymmetric fluorinations
Bobbio, Carla
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Oxford, Chem Res Lab, Oxford OX1 3TA, England
Univ Oxford, Chem Res Lab, Oxford OX1 3TA, England
Bobbio, Carla
Gouverneur, Veronique
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Oxford, Chem Res Lab, Oxford OX1 3TA, England
Univ Oxford, Chem Res Lab, Oxford OX1 3TA, England
Gouverneur, Veronique
[J].
ORGANIC & BIOMOLECULAR CHEMISTRY,
2006,
4
(11)
: 2065
-
2075
[5]
Practical synthesis of 2-amino-5-fluorothiazole hydrochloride
Briner, PH
论文数:
0
引用数:
0
h-index:
0
机构:
Prosidion Ltd, Oxford OX4 6LT, England
Briner, PH
Fyfe, MCT
论文数:
0
引用数:
0
h-index:
0
机构:
Prosidion Ltd, Oxford OX4 6LT, England
Fyfe, MCT
Martin, P
论文数:
0
引用数:
0
h-index:
0
机构:
Prosidion Ltd, Oxford OX4 6LT, England
Martin, P
Murray, PJ
论文数:
0
引用数:
0
h-index:
0
机构:
Prosidion Ltd, Oxford OX4 6LT, England
Murray, PJ
Naud, F
论文数:
0
引用数:
0
h-index:
0
机构:
Prosidion Ltd, Oxford OX4 6LT, England
Naud, F
Procter, MJ
论文数:
0
引用数:
0
h-index:
0
机构:
Prosidion Ltd, Oxford OX4 6LT, England
Procter, MJ
[J].
ORGANIC PROCESS RESEARCH & DEVELOPMENT,
2006,
10
(02)
: 346
-
348
[6]
Metal-free electrophilic fluorination of alkyl trifluoroborates and boronic acids
Cazorla, Clement
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Lyon, UCBL, ICBMS, CNRS,UMR 5246, F-69622 Villeurbanne, France
Univ Lyon, UCBL, ICBMS, CNRS,UMR 5246, F-69622 Villeurbanne, France
Cazorla, Clement
Metay, Estelle
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Lyon, UCBL, ICBMS, CNRS,UMR 5246, F-69622 Villeurbanne, France
Univ Lyon, UCBL, ICBMS, CNRS,UMR 5246, F-69622 Villeurbanne, France
Metay, Estelle
Andrioletti, Bruno
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Lyon, UCBL, ICBMS, CNRS,UMR 5246, F-69622 Villeurbanne, France
Univ Lyon, UCBL, ICBMS, CNRS,UMR 5246, F-69622 Villeurbanne, France
Andrioletti, Bruno
Lemaire, Marc
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Lyon, UCBL, ICBMS, CNRS,UMR 5246, F-69622 Villeurbanne, France
Univ Lyon, UCBL, ICBMS, CNRS,UMR 5246, F-69622 Villeurbanne, France
Lemaire, Marc
[J].
TETRAHEDRON LETTERS,
2009,
50
(27)
: 3936
-
3938
[7]
N-FLUORO-ORTHO-BENZENEDISULFONIMIDE - A USEFUL NEW FLUORINATING REAGENT
DAVIS, FA
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, Drexel University, Philadelphia
DAVIS, FA
HAN, W
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, Drexel University, Philadelphia
HAN, W
[J].
TETRAHEDRON LETTERS,
1991,
32
(13)
: 1631
-
1634
[8]
Electrolytic fluorination of organic compounds
Dawood, KM
论文数:
0
引用数:
0
h-index:
0
机构:
Cairo Univ, Fac Sci, Dept Chem, Giza 12613, Egypt
Cairo Univ, Fac Sci, Dept Chem, Giza 12613, Egypt
Dawood, KM
[J].
TETRAHEDRON,
2004,
60
(07)
: 1435
-
1451
[9]
NUCLEOPHILIC-SUBSTITUTION VERSUS ELECTRON-TRANSFER .1. ON THE MECHANISM OF ELECTROPHILIC FLUORINATIONS
DIFFERDING, E
论文数:
0
引用数:
0
h-index:
0
机构:
Central Research Laboratories, Ciba-Geigy Ltd.
DIFFERDING, E
RUEGG, GM
论文数:
0
引用数:
0
h-index:
0
机构:
Central Research Laboratories, Ciba-Geigy Ltd.
RUEGG, GM
[J].
TETRAHEDRON LETTERS,
1991,
32
(31)
: 3815
-
3818
[10]
NUCLEOPHILIC-SUBSTITUTION VERSUS ELECTRON-TRANSFER .2. SN2 AT FLUORINE AND ELECTRON-TRANSFER ARE COMPETING AND DIFFERENT PATHWAYS IN ELECTROPHILIC FLUORINATIONS
DIFFERDING, E
论文数:
0
引用数:
0
h-index:
0
机构:
CIBA GEIGY AG,CENT RES LABS,CH-4002 BASEL,SWITZERLAND
CIBA GEIGY AG,CENT RES LABS,CH-4002 BASEL,SWITZERLAND
DIFFERDING, E
WEHRLI, M
论文数:
0
引用数:
0
h-index:
0
机构:
CIBA GEIGY AG,CENT RES LABS,CH-4002 BASEL,SWITZERLAND
CIBA GEIGY AG,CENT RES LABS,CH-4002 BASEL,SWITZERLAND
WEHRLI, M
[J].
TETRAHEDRON LETTERS,
1991,
32
(31)
: 3819
-
3822
←
1
2
3
4
5
6
→