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Significantly improved method for the Pd-catalyzed coupling of phenols with aryl halides: Understanding ligand effects
被引:295
作者
:
Burgos, Carlos H.
论文数:
0
引用数:
0
h-index:
0
机构:
MIT, Dept Chem, Cambridge, MA 02139 USA
MIT, Dept Chem, Cambridge, MA 02139 USA
Burgos, Carlos H.
[
1
]
Barder, Timothy E.
论文数:
0
引用数:
0
h-index:
0
机构:
MIT, Dept Chem, Cambridge, MA 02139 USA
MIT, Dept Chem, Cambridge, MA 02139 USA
Barder, Timothy E.
[
1
]
Huang, Xiaohua
论文数:
0
引用数:
0
h-index:
0
机构:
MIT, Dept Chem, Cambridge, MA 02139 USA
MIT, Dept Chem, Cambridge, MA 02139 USA
Huang, Xiaohua
[
1
]
Buchwald, Stephen L.
论文数:
0
引用数:
0
h-index:
0
机构:
MIT, Dept Chem, Cambridge, MA 02139 USA
MIT, Dept Chem, Cambridge, MA 02139 USA
Buchwald, Stephen L.
[
1
]
机构
:
[1]
MIT, Dept Chem, Cambridge, MA 02139 USA
来源
:
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
|
2006年
/ 45卷
/ 26期
关键词
:
biaryl phosphines;
C-O bond formation;
palladium;
substituent effects;
synthetic methods;
D O I
:
10.1002/anie.200601253
中图分类号
:
O6 [化学];
学科分类号
:
0703 ;
摘要
:
(Chemical Equation Presented) A variety of diaryl ethers were synthesized by the Pd-catalyzed reaction of (hetero)-aryl halides and phenols. These reactions were achieved through the use of two new di-tert-butylphosphino biaryl ligands that overcome several limitations of previously described methods. © 2006 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:4321 / 4326
页数:6
相关论文
共 34 条
[11]
SYNTHESIS OF COMBRETASTATIN D-2+
DESHPANDE, VH
论文数:
0
引用数:
0
h-index:
0
机构:
National Chemical Laboratory, Pune
DESHPANDE, VH
GOKHALE, NJ
论文数:
0
引用数:
0
h-index:
0
机构:
National Chemical Laboratory, Pune
GOKHALE, NJ
[J].
TETRAHEDRON LETTERS,
1992,
33
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4216
[12]
Evans D.A., 1994, GLYCOPEPTIDE ANTIBIO, Vfirst, P63
[13]
Synthesis of diaryl ethers through the copper-promoted arylation of phenols with arylboronic acids. An expedient synthesis of thyroxine
Evans, DA
论文数:
0
引用数:
0
h-index:
0
机构:
Harvard Univ, Dept Chem & Biol Chem, Cambridge, MA 02138 USA
Harvard Univ, Dept Chem & Biol Chem, Cambridge, MA 02138 USA
Evans, DA
Katz, JL
论文数:
0
引用数:
0
h-index:
0
机构:
Harvard Univ, Dept Chem & Biol Chem, Cambridge, MA 02138 USA
Harvard Univ, Dept Chem & Biol Chem, Cambridge, MA 02138 USA
Katz, JL
West, TR
论文数:
0
引用数:
0
h-index:
0
机构:
Harvard Univ, Dept Chem & Biol Chem, Cambridge, MA 02138 USA
Harvard Univ, Dept Chem & Biol Chem, Cambridge, MA 02138 USA
West, TR
[J].
TETRAHEDRON LETTERS,
1998,
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[14]
Formation of aryl-nitrogen, aryl-oxygen, and aryl-carbon bonds using well-defined copper(I)-based catalysts
Gujadhur, RK
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Massachusetts, Dept Chem, Amherst, MA 01003 USA
Univ Massachusetts, Dept Chem, Amherst, MA 01003 USA
Gujadhur, RK
Bates, CG
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Massachusetts, Dept Chem, Amherst, MA 01003 USA
Univ Massachusetts, Dept Chem, Amherst, MA 01003 USA
Bates, CG
Venkataraman, D
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Massachusetts, Dept Chem, Amherst, MA 01003 USA
Univ Massachusetts, Dept Chem, Amherst, MA 01003 USA
Venkataraman, D
[J].
ORGANIC LETTERS,
2001,
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[15]
An efficient catalyst system for diaryl ether synthesis from aryl chlorides
Harkal, S
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Rostock EV, Leibniz Inst Organ Katalyse, IFOK, D-18055 Rostock, Germany
Harkal, S
Kumar, K
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Rostock EV, Leibniz Inst Organ Katalyse, IFOK, D-18055 Rostock, Germany
Kumar, K
Michalik, D
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Rostock EV, Leibniz Inst Organ Katalyse, IFOK, D-18055 Rostock, Germany
Michalik, D
Zapf, A
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Rostock EV, Leibniz Inst Organ Katalyse, IFOK, D-18055 Rostock, Germany
Zapf, A
Jackstell, R
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Rostock EV, Leibniz Inst Organ Katalyse, IFOK, D-18055 Rostock, Germany
Jackstell, R
Rataboul, F
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Rostock EV, Leibniz Inst Organ Katalyse, IFOK, D-18055 Rostock, Germany
Rataboul, F
Riermeier, T
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Rostock EV, Leibniz Inst Organ Katalyse, IFOK, D-18055 Rostock, Germany
Riermeier, T
Monsees, A
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Rostock EV, Leibniz Inst Organ Katalyse, IFOK, D-18055 Rostock, Germany
Monsees, A
Beller, M
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Rostock EV, Leibniz Inst Organ Katalyse, IFOK, D-18055 Rostock, Germany
Beller, M
[J].
TETRAHEDRON LETTERS,
2005,
46
(18)
: 3237
-
3240
[16]
Synthesis of diaryl ethers through the copper-catalyzed arylation of phenols with aryl halides using microwave heating
He, H
论文数:
0
引用数:
0
h-index:
0
机构:
Bristol Myers Squibb Co, Pharmaceut Res Inst, Dept Neurosci Chem, Wallingford, CT 06492 USA
Bristol Myers Squibb Co, Pharmaceut Res Inst, Dept Neurosci Chem, Wallingford, CT 06492 USA
He, H
Wu, YJ
论文数:
0
引用数:
0
h-index:
0
机构:
Bristol Myers Squibb Co, Pharmaceut Res Inst, Dept Neurosci Chem, Wallingford, CT 06492 USA
Bristol Myers Squibb Co, Pharmaceut Res Inst, Dept Neurosci Chem, Wallingford, CT 06492 USA
Wu, YJ
[J].
TETRAHEDRON LETTERS,
2003,
44
(17)
: 3445
-
3446
[17]
Expanding Pd-catalyzed C-N bond-forming processes: The first amidation of aryl sulfonates, aqueous amination, and complementarity with Cu-catalyzed reactions
Huang, XH
论文数:
0
引用数:
0
h-index:
0
机构:
MIT, Dept Chem, Cambridge, MA 02139 USA
MIT, Dept Chem, Cambridge, MA 02139 USA
Huang, XH
Anderson, KW
论文数:
0
引用数:
0
h-index:
0
机构:
MIT, Dept Chem, Cambridge, MA 02139 USA
MIT, Dept Chem, Cambridge, MA 02139 USA
Anderson, KW
Zim, D
论文数:
0
引用数:
0
h-index:
0
机构:
MIT, Dept Chem, Cambridge, MA 02139 USA
MIT, Dept Chem, Cambridge, MA 02139 USA
Zim, D
Jiang, L
论文数:
0
引用数:
0
h-index:
0
机构:
MIT, Dept Chem, Cambridge, MA 02139 USA
MIT, Dept Chem, Cambridge, MA 02139 USA
Jiang, L
Klapars, A
论文数:
0
引用数:
0
h-index:
0
机构:
MIT, Dept Chem, Cambridge, MA 02139 USA
MIT, Dept Chem, Cambridge, MA 02139 USA
Klapars, A
Buchwald, SL
论文数:
0
引用数:
0
h-index:
0
机构:
MIT, Dept Chem, Cambridge, MA 02139 USA
MIT, Dept Chem, Cambridge, MA 02139 USA
Buchwald, SL
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2003,
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6655
[18]
New efficient method for the total synthesis of (S,S)-isodityrosine from natural amino acids
Jung, ME
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Calif Los Angeles, Dept Chem & Biochem, Los Angeles, CA 90095 USA
Univ Calif Los Angeles, Dept Chem & Biochem, Los Angeles, CA 90095 USA
Jung, ME
Lazarova, TI
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Calif Los Angeles, Dept Chem & Biochem, Los Angeles, CA 90095 USA
Univ Calif Los Angeles, Dept Chem & Biochem, Los Angeles, CA 90095 USA
Lazarova, TI
[J].
JOURNAL OF ORGANIC CHEMISTRY,
1999,
64
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2977
[19]
ORGANIC-CHEMISTRY OF L-TYROSINE .1. GENERAL-SYNTHESIS OF CHIRAL PIPERAZINES FROM AMINO-ACIDS
JUNG, ME
论文数:
0
引用数:
0
h-index:
0
JUNG, ME
ROHLOFF, JC
论文数:
0
引用数:
0
h-index:
0
ROHLOFF, JC
[J].
JOURNAL OF ORGANIC CHEMISTRY,
1985,
50
(24)
: 4909
-
4913
[20]
Copper-catalyzed general C-N and C-O bond cross-coupling with arylboronic acid
Lam, PYS
论文数:
0
引用数:
0
h-index:
0
机构:
Dupont Merck Pharmaceut Co, Expt Stn, Wilmington, DE 19880 USA
Dupont Merck Pharmaceut Co, Expt Stn, Wilmington, DE 19880 USA
Lam, PYS
Vincent, G
论文数:
0
引用数:
0
h-index:
0
机构:
Dupont Merck Pharmaceut Co, Expt Stn, Wilmington, DE 19880 USA
Dupont Merck Pharmaceut Co, Expt Stn, Wilmington, DE 19880 USA
Vincent, G
Clark, CG
论文数:
0
引用数:
0
h-index:
0
机构:
Dupont Merck Pharmaceut Co, Expt Stn, Wilmington, DE 19880 USA
Dupont Merck Pharmaceut Co, Expt Stn, Wilmington, DE 19880 USA
Clark, CG
Deudon, S
论文数:
0
引用数:
0
h-index:
0
机构:
Dupont Merck Pharmaceut Co, Expt Stn, Wilmington, DE 19880 USA
Dupont Merck Pharmaceut Co, Expt Stn, Wilmington, DE 19880 USA
Deudon, S
Jadhav, PK
论文数:
0
引用数:
0
h-index:
0
机构:
Dupont Merck Pharmaceut Co, Expt Stn, Wilmington, DE 19880 USA
Dupont Merck Pharmaceut Co, Expt Stn, Wilmington, DE 19880 USA
Jadhav, PK
[J].
TETRAHEDRON LETTERS,
2001,
42
(20)
: 3415
-
3418
←
1
2
3
4
→
共 34 条
[11]
SYNTHESIS OF COMBRETASTATIN D-2+
DESHPANDE, VH
论文数:
0
引用数:
0
h-index:
0
机构:
National Chemical Laboratory, Pune
DESHPANDE, VH
GOKHALE, NJ
论文数:
0
引用数:
0
h-index:
0
机构:
National Chemical Laboratory, Pune
GOKHALE, NJ
[J].
TETRAHEDRON LETTERS,
1992,
33
(29)
: 4213
-
4216
[12]
Evans D.A., 1994, GLYCOPEPTIDE ANTIBIO, Vfirst, P63
[13]
Synthesis of diaryl ethers through the copper-promoted arylation of phenols with arylboronic acids. An expedient synthesis of thyroxine
Evans, DA
论文数:
0
引用数:
0
h-index:
0
机构:
Harvard Univ, Dept Chem & Biol Chem, Cambridge, MA 02138 USA
Harvard Univ, Dept Chem & Biol Chem, Cambridge, MA 02138 USA
Evans, DA
Katz, JL
论文数:
0
引用数:
0
h-index:
0
机构:
Harvard Univ, Dept Chem & Biol Chem, Cambridge, MA 02138 USA
Harvard Univ, Dept Chem & Biol Chem, Cambridge, MA 02138 USA
Katz, JL
West, TR
论文数:
0
引用数:
0
h-index:
0
机构:
Harvard Univ, Dept Chem & Biol Chem, Cambridge, MA 02138 USA
Harvard Univ, Dept Chem & Biol Chem, Cambridge, MA 02138 USA
West, TR
[J].
TETRAHEDRON LETTERS,
1998,
39
(19)
: 2937
-
2940
[14]
Formation of aryl-nitrogen, aryl-oxygen, and aryl-carbon bonds using well-defined copper(I)-based catalysts
Gujadhur, RK
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Massachusetts, Dept Chem, Amherst, MA 01003 USA
Univ Massachusetts, Dept Chem, Amherst, MA 01003 USA
Gujadhur, RK
Bates, CG
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Massachusetts, Dept Chem, Amherst, MA 01003 USA
Univ Massachusetts, Dept Chem, Amherst, MA 01003 USA
Bates, CG
Venkataraman, D
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Massachusetts, Dept Chem, Amherst, MA 01003 USA
Univ Massachusetts, Dept Chem, Amherst, MA 01003 USA
Venkataraman, D
[J].
ORGANIC LETTERS,
2001,
3
(26)
: 4315
-
4317
[15]
An efficient catalyst system for diaryl ether synthesis from aryl chlorides
Harkal, S
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Rostock EV, Leibniz Inst Organ Katalyse, IFOK, D-18055 Rostock, Germany
Harkal, S
Kumar, K
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Rostock EV, Leibniz Inst Organ Katalyse, IFOK, D-18055 Rostock, Germany
Kumar, K
Michalik, D
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Rostock EV, Leibniz Inst Organ Katalyse, IFOK, D-18055 Rostock, Germany
Michalik, D
Zapf, A
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Rostock EV, Leibniz Inst Organ Katalyse, IFOK, D-18055 Rostock, Germany
Zapf, A
Jackstell, R
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Rostock EV, Leibniz Inst Organ Katalyse, IFOK, D-18055 Rostock, Germany
Jackstell, R
Rataboul, F
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Rostock EV, Leibniz Inst Organ Katalyse, IFOK, D-18055 Rostock, Germany
Rataboul, F
Riermeier, T
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Rostock EV, Leibniz Inst Organ Katalyse, IFOK, D-18055 Rostock, Germany
Riermeier, T
Monsees, A
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Rostock EV, Leibniz Inst Organ Katalyse, IFOK, D-18055 Rostock, Germany
Monsees, A
Beller, M
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Rostock EV, Leibniz Inst Organ Katalyse, IFOK, D-18055 Rostock, Germany
Beller, M
[J].
TETRAHEDRON LETTERS,
2005,
46
(18)
: 3237
-
3240
[16]
Synthesis of diaryl ethers through the copper-catalyzed arylation of phenols with aryl halides using microwave heating
He, H
论文数:
0
引用数:
0
h-index:
0
机构:
Bristol Myers Squibb Co, Pharmaceut Res Inst, Dept Neurosci Chem, Wallingford, CT 06492 USA
Bristol Myers Squibb Co, Pharmaceut Res Inst, Dept Neurosci Chem, Wallingford, CT 06492 USA
He, H
Wu, YJ
论文数:
0
引用数:
0
h-index:
0
机构:
Bristol Myers Squibb Co, Pharmaceut Res Inst, Dept Neurosci Chem, Wallingford, CT 06492 USA
Bristol Myers Squibb Co, Pharmaceut Res Inst, Dept Neurosci Chem, Wallingford, CT 06492 USA
Wu, YJ
[J].
TETRAHEDRON LETTERS,
2003,
44
(17)
: 3445
-
3446
[17]
Expanding Pd-catalyzed C-N bond-forming processes: The first amidation of aryl sulfonates, aqueous amination, and complementarity with Cu-catalyzed reactions
Huang, XH
论文数:
0
引用数:
0
h-index:
0
机构:
MIT, Dept Chem, Cambridge, MA 02139 USA
MIT, Dept Chem, Cambridge, MA 02139 USA
Huang, XH
Anderson, KW
论文数:
0
引用数:
0
h-index:
0
机构:
MIT, Dept Chem, Cambridge, MA 02139 USA
MIT, Dept Chem, Cambridge, MA 02139 USA
Anderson, KW
Zim, D
论文数:
0
引用数:
0
h-index:
0
机构:
MIT, Dept Chem, Cambridge, MA 02139 USA
MIT, Dept Chem, Cambridge, MA 02139 USA
Zim, D
Jiang, L
论文数:
0
引用数:
0
h-index:
0
机构:
MIT, Dept Chem, Cambridge, MA 02139 USA
MIT, Dept Chem, Cambridge, MA 02139 USA
Jiang, L
Klapars, A
论文数:
0
引用数:
0
h-index:
0
机构:
MIT, Dept Chem, Cambridge, MA 02139 USA
MIT, Dept Chem, Cambridge, MA 02139 USA
Klapars, A
Buchwald, SL
论文数:
0
引用数:
0
h-index:
0
机构:
MIT, Dept Chem, Cambridge, MA 02139 USA
MIT, Dept Chem, Cambridge, MA 02139 USA
Buchwald, SL
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2003,
125
(22)
: 6653
-
6655
[18]
New efficient method for the total synthesis of (S,S)-isodityrosine from natural amino acids
Jung, ME
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Calif Los Angeles, Dept Chem & Biochem, Los Angeles, CA 90095 USA
Univ Calif Los Angeles, Dept Chem & Biochem, Los Angeles, CA 90095 USA
Jung, ME
Lazarova, TI
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Calif Los Angeles, Dept Chem & Biochem, Los Angeles, CA 90095 USA
Univ Calif Los Angeles, Dept Chem & Biochem, Los Angeles, CA 90095 USA
Lazarova, TI
[J].
JOURNAL OF ORGANIC CHEMISTRY,
1999,
64
(09)
: 2976
-
2977
[19]
ORGANIC-CHEMISTRY OF L-TYROSINE .1. GENERAL-SYNTHESIS OF CHIRAL PIPERAZINES FROM AMINO-ACIDS
JUNG, ME
论文数:
0
引用数:
0
h-index:
0
JUNG, ME
ROHLOFF, JC
论文数:
0
引用数:
0
h-index:
0
ROHLOFF, JC
[J].
JOURNAL OF ORGANIC CHEMISTRY,
1985,
50
(24)
: 4909
-
4913
[20]
Copper-catalyzed general C-N and C-O bond cross-coupling with arylboronic acid
Lam, PYS
论文数:
0
引用数:
0
h-index:
0
机构:
Dupont Merck Pharmaceut Co, Expt Stn, Wilmington, DE 19880 USA
Dupont Merck Pharmaceut Co, Expt Stn, Wilmington, DE 19880 USA
Lam, PYS
Vincent, G
论文数:
0
引用数:
0
h-index:
0
机构:
Dupont Merck Pharmaceut Co, Expt Stn, Wilmington, DE 19880 USA
Dupont Merck Pharmaceut Co, Expt Stn, Wilmington, DE 19880 USA
Vincent, G
Clark, CG
论文数:
0
引用数:
0
h-index:
0
机构:
Dupont Merck Pharmaceut Co, Expt Stn, Wilmington, DE 19880 USA
Dupont Merck Pharmaceut Co, Expt Stn, Wilmington, DE 19880 USA
Clark, CG
Deudon, S
论文数:
0
引用数:
0
h-index:
0
机构:
Dupont Merck Pharmaceut Co, Expt Stn, Wilmington, DE 19880 USA
Dupont Merck Pharmaceut Co, Expt Stn, Wilmington, DE 19880 USA
Deudon, S
Jadhav, PK
论文数:
0
引用数:
0
h-index:
0
机构:
Dupont Merck Pharmaceut Co, Expt Stn, Wilmington, DE 19880 USA
Dupont Merck Pharmaceut Co, Expt Stn, Wilmington, DE 19880 USA
Jadhav, PK
[J].
TETRAHEDRON LETTERS,
2001,
42
(20)
: 3415
-
3418
←
1
2
3
4
→