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Functionalization of Csp3-H and Csp2-H Bonds: Synthesis of Spiroindenes by Enolate-Directed Ruthenium-Catalyzed Oxidative Annulation of Alkynes with 2-Aryl-1,3-dicarbonyl Compounds
被引:116
作者
:
Chidipudi, Suresh Reddy
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Edinburgh, Sch Chem, EaStCHEM, Edinburgh EH9 3JJ, Midlothian, Scotland
Univ Edinburgh, Sch Chem, EaStCHEM, Edinburgh EH9 3JJ, Midlothian, Scotland
Chidipudi, Suresh Reddy
[
1
]
Khan, Imtiaz
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Edinburgh, Sch Chem, EaStCHEM, Edinburgh EH9 3JJ, Midlothian, Scotland
Univ Edinburgh, Sch Chem, EaStCHEM, Edinburgh EH9 3JJ, Midlothian, Scotland
Khan, Imtiaz
[
1
]
论文数:
引用数:
h-index:
机构:
Lam, Hon Wai
[
1
]
机构
:
[1]
Univ Edinburgh, Sch Chem, EaStCHEM, Edinburgh EH9 3JJ, Midlothian, Scotland
来源
:
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
|
2012年
/ 51卷
/ 48期
基金
:
英国工程与自然科学研究理事会;
关键词
:
annulation;
C-H functionalization;
oxidation;
ruthenium;
synthetic methods;
C-H ACTIVATION;
INTERNAL ALKYNES;
REGIOSELECTIVE SYNTHESIS;
AROMATIC KETIMINES;
ARYL KETONES;
PALLADIUM;
DERIVATIVES;
CLEAVAGE;
INDOLES;
INDENE;
D O I
:
10.1002/anie.201207170
中图分类号
:
O6 [化学];
学科分类号
:
0703 ;
摘要
:
Ru(de) awakening: The synthesis of carbocycles by the ruthenium-catalyzed oxidative annulation of alkynes with 2-aryl cyclic 1,3-dicarbonyl substrates is described. Proceeding by the functionalization of C sp 3-H and C sp 2-H bonds, and the formation of an all-carbon quaternary center, the reaction provides a diverse range of spiroindenes in good yields with high levels of regioselectivity. Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:12115 / 12119
页数:5
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Ackermann L., 2009, ANGEW CHEM, V121, P9976, DOI DOI 10.1002/ANGE.200902996
[2]
Versatile Synthesis of Isocoumarins and α-Pyrones by Ruthenium-Catalyzed Oxidative C-H/O-H Bond Cleavages
Ackermann, Lutz
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0
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Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany
Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany
Ackermann, Lutz
Pospech, Jola
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h-index:
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Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany
Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany
Pospech, Jola
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Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany
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Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany
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[J].
ORGANIC LETTERS,
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[3]
Cationic Ruthenium(II) Catalysts for Oxidative C-H/N-H Bond Functionalizations of Anilines with Removable Directing Group: Synthesis of Indoles in Water
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Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany
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[J].
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[4]
Ruthenium-Catalyzed C-H/N-O Bond Functionalization: Green Isoquinolone Syntheses in Water
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Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany
Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany
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[J].
ORGANIC LETTERS,
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Ruthenium-catalyzed aerobic oxidative coupling of alkynes with 2-aryl-substituted pyrroles
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Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany
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Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany
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Ruthenium-Catalyzed Oxidative Synthesis of 2-Pyridones through C-H/N-H Bond Functionalizations
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Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany
Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany
Lygin, Alexander V.
Hofmann, Nora
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Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany
Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany
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[J].
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[J].
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→
共 77 条
[1]
Ackermann L., 2009, ANGEW CHEM, V121, P9976, DOI DOI 10.1002/ANGE.200902996
[2]
Versatile Synthesis of Isocoumarins and α-Pyrones by Ruthenium-Catalyzed Oxidative C-H/O-H Bond Cleavages
Ackermann, Lutz
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany
Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany
Ackermann, Lutz
Pospech, Jola
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany
Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany
Pospech, Jola
Graczyk, Karolina
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany
Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany
Graczyk, Karolina
Rauch, Karsten
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany
Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany
Rauch, Karsten
[J].
ORGANIC LETTERS,
2012,
14
(03)
: 930
-
933
[3]
Cationic Ruthenium(II) Catalysts for Oxidative C-H/N-H Bond Functionalizations of Anilines with Removable Directing Group: Synthesis of Indoles in Water
Ackermann, Lutz
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany
Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany
Ackermann, Lutz
Lygin, Alexander V.
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany
Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany
Lygin, Alexander V.
[J].
ORGANIC LETTERS,
2012,
14
(03)
: 764
-
767
[4]
Ruthenium-Catalyzed C-H/N-O Bond Functionalization: Green Isoquinolone Syntheses in Water
Ackermann, Lutz
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany
Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany
Ackermann, Lutz
Fenner, Sabine
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany
Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany
Fenner, Sabine
[J].
ORGANIC LETTERS,
2011,
13
(24)
: 6548
-
6551
[5]
Ruthenium-catalyzed aerobic oxidative coupling of alkynes with 2-aryl-substituted pyrroles
Ackermann, Lutz
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany
Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany
Ackermann, Lutz
Wang, Lianhui
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany
Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany
Wang, Lianhui
Lygin, Alexander V.
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany
Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany
Lygin, Alexander V.
[J].
CHEMICAL SCIENCE,
2012,
3
(01)
: 177
-
180
[6]
Ruthenium-Catalyzed Oxidative Annulation by Cleavage of C-H/N-H Bonds
Ackermann, Lutz
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany
Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany
Ackermann, Lutz
Lygin, Alexander V.
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany
Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany
Lygin, Alexander V.
Hofmann, Nora
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany
Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany
Hofmann, Nora
[J].
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,
2011,
50
(28)
: 6379
-
6382
[7]
Ruthenium-Catalyzed Oxidative Synthesis of 2-Pyridones through C-H/N-H Bond Functionalizations
Ackermann, Lutz
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany
Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany
Ackermann, Lutz
Lygin, Alexander V.
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany
Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany
Lygin, Alexander V.
Hofmann, Nora
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany
Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany
Hofmann, Nora
[J].
ORGANIC LETTERS,
2011,
13
(12)
: 3278
-
3281
[8]
Carboxylate-Assisted Transition-Metal-Catalyzed C-H Bond Functionalizations: Mechanism and Scope
Ackermann, Lutz
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany
Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany
Ackermann, Lutz
[J].
CHEMICAL REVIEWS,
2011,
111
(03)
: 1315
-
1345
[9]
Ruthenium-Catalyzed Direct Arylations Through C-H Bond Cleavages
Ackermann, Lutz
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany
Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany
Ackermann, Lutz
Vicente, Ruben
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany
Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany
Vicente, Ruben
[J].
C-H ACTIVATION,
2010,
292
: 211
-
229
[10]
Metal-catalyzed direct alkylations of (hetero)arenes via C-H bond cleavages with unactivated alkyl halides
Ackermann, Lutz
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany
Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany
Ackermann, Lutz
[J].
CHEMICAL COMMUNICATIONS,
2010,
46
(27)
: 4866
-
4877
←
1
2
3
4
5
6
7
8
→