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Gold-Catalyzed Intramolecular Aminoarylation of Alkenes: C-C Bond Formation through Bimolecular Reductive Elimination
被引:236
作者
:
Brenzovich, William E., Jr.
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Calif Berkeley, Dept Chem, Berkeley, CA 94720 USA
Univ Calif Berkeley, Dept Chem, Berkeley, CA 94720 USA
Brenzovich, William E., Jr.
[
1
]
Benitez, Diego
论文数:
0
引用数:
0
h-index:
0
机构:
CALTECH, Mat & Proc Simulat Ctr, Pasadena, CA USA
Univ Calif Berkeley, Dept Chem, Berkeley, CA 94720 USA
Benitez, Diego
[
2
]
Lackner, Aaron D.
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Calif Berkeley, Dept Chem, Berkeley, CA 94720 USA
Univ Calif Berkeley, Dept Chem, Berkeley, CA 94720 USA
Lackner, Aaron D.
[
1
]
Shunatona, Hunter P.
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Calif Berkeley, Dept Chem, Berkeley, CA 94720 USA
Univ Calif Berkeley, Dept Chem, Berkeley, CA 94720 USA
Shunatona, Hunter P.
[
1
]
Tkatchouk, Ekaterina
论文数:
0
引用数:
0
h-index:
0
机构:
CALTECH, Mat & Proc Simulat Ctr, Pasadena, CA USA
Univ Calif Berkeley, Dept Chem, Berkeley, CA 94720 USA
Tkatchouk, Ekaterina
[
2
]
Goddard, William A., III
论文数:
0
引用数:
0
h-index:
0
机构:
CALTECH, Mat & Proc Simulat Ctr, Pasadena, CA USA
Univ Calif Berkeley, Dept Chem, Berkeley, CA 94720 USA
Goddard, William A., III
[
2
]
Toste, F. Dean
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Calif Berkeley, Dept Chem, Berkeley, CA 94720 USA
Univ Calif Berkeley, Dept Chem, Berkeley, CA 94720 USA
Toste, F. Dean
[
1
]
机构
:
[1]
Univ Calif Berkeley, Dept Chem, Berkeley, CA 94720 USA
[2]
CALTECH, Mat & Proc Simulat Ctr, Pasadena, CA USA
来源
:
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
|
2010年
/ 49卷
/ 32期
关键词
:
alkenes;
C-C bond formation;
cyclization;
gold;
homogeneous catalysis;
INTERMOLECULAR ADDITION;
ORGANOGOLD COMPLEXES;
CARBON NUCLEOPHILES;
MILD CONDITIONS;
CARBOAMINATION;
HYDROAMINATION;
REARRANGEMENT;
ISOMERIZATION;
PYRROLIDINES;
SELECTIVITY;
D O I
:
10.1002/anie.201002739
中图分类号
:
O6 [化学];
学科分类号
:
0703 ;
摘要
:
(Chemical equation presented) Gold-ilocks and the 3 mol% catalyst: Bimetallic gold bromides allow the room temperature aminoarylation of unactivated terminal olefins with aryl boronic acids using Selectfluor as an oxidant. A catalytic cycle involving gold (I)/gold(III) and a bimolecular reductive elimination for the key C-C bond-forming step is proposed, dppm= bis(diphenylphosphanyl) methane. © 2010 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:5519 / 5522
页数:4
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Palladium-catalyzed synthesis of N-aryl-2-benzylindolines via tandem arylation of 2-allylaniline:: Control of selectivity through in situ catalyst modification
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[J].
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Lopez S., 2006, ANGEW CHEM, V118, P6175, DOI DOI 10.1002/ANGE.200602448
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Gold(I)-catalyzed intermolecular cyclopropanation of enynes with alkenes:: Trapping of two different gold carbenes
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[J].
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Aurophilic attraction in binuclear complexes with Au(I) and Au(III).: A theoretical study
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: 900
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[36]
Nakamura I., 2006, Angew. Chem, V118, P4585
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Chirality transfer in gold-catalyzed carbothiolation of o-alkynylphenyl 1-arylethyl sulfides
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Sato, Takuma
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Tohoku Univ, Grad Sch Sci, Dept Chem, Sendai, Miyagi 9808578, Japan
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Gold-catalyzed intramolecular carbothiolation of alkynes:: Synthesis of 2,3-disubstituted benzothiophenes from (α-alkoxy alkyl) (ortho-alkynyl phenyl) sulfides
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Tohoku Univ, Grad Sch Sci, Dept Chem, Sendai, Miyagi 9808578, Japan
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Yamamoto, Yoshinori
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Tohoku Univ, Grad Sch Sci, Dept Chem, Sendai, Miyagi 9808578, Japan
Tohoku Univ, Grad Sch Sci, Dept Chem, Sendai, Miyagi 9808578, Japan
Yamamoto, Yoshinori
[J].
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,
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45
(27)
: 4473
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4475
[39]
Intramolecular Alkene Aminopalladation Reactions of (dppf)Pd(Ar)[N(Ar1)(CH2)3CH=CH2] Complexes. Insertion of Unactivated Alkenes into Pd-N Bonds
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Wolfe, John P.
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
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132
(18)
: 6276
-
+
[40]
Ney J.E., 2004, ANGEW CHEM, V116, P3689
←
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2
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共 63 条
[31]
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Li, Zigang
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0
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h-index:
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Univ Chicago, Dept Chem, Chicago, IL 60637 USA
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Brouwer, Chad
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h-index:
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机构:
Univ Chicago, Dept Chem, Chicago, IL 60637 USA
Univ Chicago, Dept Chem, Chicago, IL 60637 USA
He, Chuan
[J].
CHEMICAL REVIEWS,
2008,
108
(08)
: 3239
-
3265
[32]
Palladium-catalyzed synthesis of N-aryl-2-benzylindolines via tandem arylation of 2-allylaniline:: Control of selectivity through in situ catalyst modification
Lira, R
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Michigan, Dept Chem, Ann Arbor, MI 48109 USA
Univ Michigan, Dept Chem, Ann Arbor, MI 48109 USA
Lira, R
Wolfe, JP
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Michigan, Dept Chem, Ann Arbor, MI 48109 USA
Univ Michigan, Dept Chem, Ann Arbor, MI 48109 USA
Wolfe, JP
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2004,
126
(43)
: 13906
-
13907
[33]
Lopez S., 2006, ANGEW CHEM, V118, P6175, DOI DOI 10.1002/ANGE.200602448
[34]
Gold(I)-catalyzed intermolecular cyclopropanation of enynes with alkenes:: Trapping of two different gold carbenes
Lopez, Salome
论文数:
0
引用数:
0
h-index:
0
机构:
Inst Chem Res Catalonia ICIQ, Tarragona 43007, Spain
Inst Chem Res Catalonia ICIQ, Tarragona 43007, Spain
Lopez, Salome
Herrero-Gomez, Elena
论文数:
0
引用数:
0
h-index:
0
机构:
Inst Chem Res Catalonia ICIQ, Tarragona 43007, Spain
Inst Chem Res Catalonia ICIQ, Tarragona 43007, Spain
Herrero-Gomez, Elena
Perez-Galan, Patricia
论文数:
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引用数:
0
h-index:
0
机构:
Inst Chem Res Catalonia ICIQ, Tarragona 43007, Spain
Inst Chem Res Catalonia ICIQ, Tarragona 43007, Spain
Perez-Galan, Patricia
Nieto-Oberhuber, Cristina
论文数:
0
引用数:
0
h-index:
0
机构:
Inst Chem Res Catalonia ICIQ, Tarragona 43007, Spain
Inst Chem Res Catalonia ICIQ, Tarragona 43007, Spain
Nieto-Oberhuber, Cristina
Echavarren, Antonio M.
论文数:
0
引用数:
0
h-index:
0
机构:
Inst Chem Res Catalonia ICIQ, Tarragona 43007, Spain
Inst Chem Res Catalonia ICIQ, Tarragona 43007, Spain
Echavarren, Antonio M.
[J].
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,
2006,
45
(36)
: 6029
-
6032
[35]
Aurophilic attraction in binuclear complexes with Au(I) and Au(III).: A theoretical study
Mendizabal, F
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Chile, Fac Ciencias, Dept Quim, Santiago, Chile
Mendizabal, F
Pyykkö, P
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Chile, Fac Ciencias, Dept Quim, Santiago, Chile
Pyykkö, P
[J].
PHYSICAL CHEMISTRY CHEMICAL PHYSICS,
2004,
6
(05)
: 900
-
905
[36]
Nakamura I., 2006, Angew. Chem, V118, P4585
[37]
Chirality transfer in gold-catalyzed carbothiolation of o-alkynylphenyl 1-arylethyl sulfides
Nakamura, Itaru
论文数:
0
引用数:
0
h-index:
0
机构:
Tohoku Univ, Grad Sch Sci, Dept Chem, Sendai, Miyagi 9808578, Japan
Tohoku Univ, Grad Sch Sci, Dept Chem, Sendai, Miyagi 9808578, Japan
Nakamura, Itaru
Sato, Takuma
论文数:
0
引用数:
0
h-index:
0
机构:
Tohoku Univ, Grad Sch Sci, Dept Chem, Sendai, Miyagi 9808578, Japan
Tohoku Univ, Grad Sch Sci, Dept Chem, Sendai, Miyagi 9808578, Japan
Sato, Takuma
Terada, Masahiro
论文数:
0
引用数:
0
h-index:
0
机构:
Tohoku Univ, Grad Sch Sci, Dept Chem, Sendai, Miyagi 9808578, Japan
Tohoku Univ, Grad Sch Sci, Dept Chem, Sendai, Miyagi 9808578, Japan
Terada, Masahiro
Yamamoto, Yoshinori
论文数:
0
引用数:
0
h-index:
0
机构:
Tohoku Univ, Grad Sch Sci, Dept Chem, Sendai, Miyagi 9808578, Japan
Tohoku Univ, Grad Sch Sci, Dept Chem, Sendai, Miyagi 9808578, Japan
Yamamoto, Yoshinori
[J].
ORGANIC LETTERS,
2008,
10
(13)
: 2649
-
2651
[38]
Gold-catalyzed intramolecular carbothiolation of alkynes:: Synthesis of 2,3-disubstituted benzothiophenes from (α-alkoxy alkyl) (ortho-alkynyl phenyl) sulfides
Nakamura, Itaru
论文数:
0
引用数:
0
h-index:
0
机构:
Tohoku Univ, Grad Sch Sci, Dept Chem, Sendai, Miyagi 9808578, Japan
Tohoku Univ, Grad Sch Sci, Dept Chem, Sendai, Miyagi 9808578, Japan
Nakamura, Itaru
Sato, Takuma
论文数:
0
引用数:
0
h-index:
0
机构:
Tohoku Univ, Grad Sch Sci, Dept Chem, Sendai, Miyagi 9808578, Japan
Tohoku Univ, Grad Sch Sci, Dept Chem, Sendai, Miyagi 9808578, Japan
Sato, Takuma
Yamamoto, Yoshinori
论文数:
0
引用数:
0
h-index:
0
机构:
Tohoku Univ, Grad Sch Sci, Dept Chem, Sendai, Miyagi 9808578, Japan
Tohoku Univ, Grad Sch Sci, Dept Chem, Sendai, Miyagi 9808578, Japan
Yamamoto, Yoshinori
[J].
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,
2006,
45
(27)
: 4473
-
4475
[39]
Intramolecular Alkene Aminopalladation Reactions of (dppf)Pd(Ar)[N(Ar1)(CH2)3CH=CH2] Complexes. Insertion of Unactivated Alkenes into Pd-N Bonds
Neukom, Joshua D.
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Michigan, Dept Chem, Ann Arbor, MI 48109 USA
Univ Michigan, Dept Chem, Ann Arbor, MI 48109 USA
Neukom, Joshua D.
Perch, Nicholas S.
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Michigan, Dept Chem, Ann Arbor, MI 48109 USA
Univ Michigan, Dept Chem, Ann Arbor, MI 48109 USA
Perch, Nicholas S.
Wolfe, John P.
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Michigan, Dept Chem, Ann Arbor, MI 48109 USA
Univ Michigan, Dept Chem, Ann Arbor, MI 48109 USA
Wolfe, John P.
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2010,
132
(18)
: 6276
-
+
[40]
Ney J.E., 2004, ANGEW CHEM, V116, P3689
←
1
2
3
4
5
6
7
→