共 60 条
Observations on the intramolecular Heck reactions of aromatic chlorides using palladium/imidazolium salts
被引:59
作者:

Caddick, S
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机构:
Univ Sussex, Ctr Biomol Design & Drug Dev, Chem Lab, CPES, Brighton BN1 9QJ, E Sussex, England Univ Sussex, Ctr Biomol Design & Drug Dev, Chem Lab, CPES, Brighton BN1 9QJ, E Sussex, England

Kofie, W
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机构:
Univ Sussex, Ctr Biomol Design & Drug Dev, Chem Lab, CPES, Brighton BN1 9QJ, E Sussex, England Univ Sussex, Ctr Biomol Design & Drug Dev, Chem Lab, CPES, Brighton BN1 9QJ, E Sussex, England
机构:
[1] Univ Sussex, Ctr Biomol Design & Drug Dev, Chem Lab, CPES, Brighton BN1 9QJ, E Sussex, England
基金:
英国生物技术与生命科学研究理事会;
英国工程与自然科学研究理事会;
关键词:
D O I:
10.1016/S0040-4039(02)02340-7
中图分类号:
O62 [有机化学];
学科分类号:
070303 ;
081704 ;
摘要:
The intramolecular Heck reaction of aromatic amines and ethers using palladium/imidazolium salts is described. The use of tetra-n-butylammonium halide salts facilitates the reactivity of aromatic chlorides. An unexpected and novel palladiummediated cyclisation is also described leading to the formation of a tricyclic adduct. (C) 2002 Published by Elsevier Science Ltd.
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页码:9347 / 9350
页数:4
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共 60 条
[1]
Mechanistic studies of the palladium-catalyzed amination of aryl halides and the oxidative addition of aryl bromides to Pd(BINAP)2 and Pd(DPPF)2:: An unusual case of zero-order kinetic behavior and product inhibition
[J].
Alcazar-Roman, LM
;
Hartwig, JF
;
Rheingold, AL
;
Liable-Sands, LM
;
Guzei, IA
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2000, 122 (19)
:4618-4630

Alcazar-Roman, LM
论文数: 0 引用数: 0
h-index: 0
机构: Yale Univ, Dept Chem, New Haven, CT 06520 USA

Hartwig, JF
论文数: 0 引用数: 0
h-index: 0
机构: Yale Univ, Dept Chem, New Haven, CT 06520 USA

Rheingold, AL
论文数: 0 引用数: 0
h-index: 0
机构: Yale Univ, Dept Chem, New Haven, CT 06520 USA

Liable-Sands, LM
论文数: 0 引用数: 0
h-index: 0
机构: Yale Univ, Dept Chem, New Haven, CT 06520 USA

Guzei, IA
论文数: 0 引用数: 0
h-index: 0
机构: Yale Univ, Dept Chem, New Haven, CT 06520 USA
[2]
Mechanistic studies on oxidative addition of aryl halides and triflates to Pd(BINAP)2 and structural characterization of the product from aryl triflate addition in the presence of amine
[J].
Alcazar-Roman, LM
;
Hartwig, JF
.
ORGANOMETALLICS,
2002, 21 (03)
:491-502

Alcazar-Roman, LM
论文数: 0 引用数: 0
h-index: 0
机构:
Yale Univ, Dept Chem, New Haven, CT 06520 USA Yale Univ, Dept Chem, New Haven, CT 06520 USA

Hartwig, JF
论文数: 0 引用数: 0
h-index: 0
机构:
Yale Univ, Dept Chem, New Haven, CT 06520 USA Yale Univ, Dept Chem, New Haven, CT 06520 USA
[3]
Mechanism of aryl chloride amination: Base-induced oxidative addition
[J].
Alcazar-Roman, LM
;
Hartwig, JF
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2001, 123 (51)
:12905-12906

Alcazar-Roman, LM
论文数: 0 引用数: 0
h-index: 0
机构:
Yale Univ, Dept Chem, New Haven, CT 06520 USA Yale Univ, Dept Chem, New Haven, CT 06520 USA

Hartwig, JF
论文数: 0 引用数: 0
h-index: 0
机构:
Yale Univ, Dept Chem, New Haven, CT 06520 USA Yale Univ, Dept Chem, New Haven, CT 06520 USA
[4]
Looking for stable carbenes: The difficulty in starting anew
[J].
Arduengo, AJ
.
ACCOUNTS OF CHEMICAL RESEARCH,
1999, 32 (11)
:913-921

Arduengo, AJ
论文数: 0 引用数: 0
h-index: 0
机构:
Tech Univ Carolo Wilhelmina Braunschweig, Inst Anorgan & Analyt Chem, D-38106 Braunschweig, Germany Tech Univ Carolo Wilhelmina Braunschweig, Inst Anorgan & Analyt Chem, D-38106 Braunschweig, Germany
[5]
Metal vapor synthesis as a straightforward route to group 10 homoleptic carbene complexes
[J].
Arnold, PL
;
Cloke, FGN
;
Geldbach, T
;
Hitchcock, PB
.
ORGANOMETALLICS,
1999, 18 (16)
:3228-3233

Arnold, PL
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Sussex, Sch Chem Phys & Environm Sci, Chem Lab, Brighton BN1 9QJ, E Sussex, England Univ Sussex, Sch Chem Phys & Environm Sci, Chem Lab, Brighton BN1 9QJ, E Sussex, England

Cloke, FGN
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Sussex, Sch Chem Phys & Environm Sci, Chem Lab, Brighton BN1 9QJ, E Sussex, England Univ Sussex, Sch Chem Phys & Environm Sci, Chem Lab, Brighton BN1 9QJ, E Sussex, England

Geldbach, T
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Sussex, Sch Chem Phys & Environm Sci, Chem Lab, Brighton BN1 9QJ, E Sussex, England Univ Sussex, Sch Chem Phys & Environm Sci, Chem Lab, Brighton BN1 9QJ, E Sussex, England

Hitchcock, PB
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Sussex, Sch Chem Phys & Environm Sci, Chem Lab, Brighton BN1 9QJ, E Sussex, England Univ Sussex, Sch Chem Phys & Environm Sci, Chem Lab, Brighton BN1 9QJ, E Sussex, England
[6]
Carbamoyl-substituted N-heterocyclic carbene complexes of palladium(II):: Application to Sonogashira cross-coupling reactions
[J].
Batey, RA
;
Shen, M
;
Lough, AJ
.
ORGANIC LETTERS,
2002, 4 (09)
:1411-1414

Batey, RA
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Toronto, Dept Chem, Toronto, ON M5S 3H6, Canada Univ Toronto, Dept Chem, Toronto, ON M5S 3H6, Canada

Shen, M
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Toronto, Dept Chem, Toronto, ON M5S 3H6, Canada Univ Toronto, Dept Chem, Toronto, ON M5S 3H6, Canada

Lough, AJ
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Toronto, Dept Chem, Toronto, ON M5S 3H6, Canada Univ Toronto, Dept Chem, Toronto, ON M5S 3H6, Canada
[7]
The heck reaction as a sharpening stone of palladium catalysis
[J].
Beletskaya, IP
;
Cheprakov, AV
.
CHEMICAL REVIEWS,
2000, 100 (08)
:3009-3066

Beletskaya, IP
论文数: 0 引用数: 0
h-index: 0
机构:
Moscow MV Lomonosov State Univ, Dept Chem, Moscow 119899, Russia Moscow MV Lomonosov State Univ, Dept Chem, Moscow 119899, Russia

Cheprakov, AV
论文数: 0 引用数: 0
h-index: 0
机构:
Moscow MV Lomonosov State Univ, Dept Chem, Moscow 119899, Russia Moscow MV Lomonosov State Univ, Dept Chem, Moscow 119899, Russia
[8]
Stable carbenes
[J].
Bourissou, D
;
Guerret, O
;
Gabbaï, FP
;
Bertrand, G
.
CHEMICAL REVIEWS,
2000, 100 (01)
:39-91

论文数: 引用数:
h-index:
机构:

Guerret, O
论文数: 0 引用数: 0
h-index: 0
机构: Univ Toulouse 3, UPRES A CNRS 5069, Lab Heterochim Fondamentale & Appliquee, F-31062 Toulouse 04, France

Gabbaï, FP
论文数: 0 引用数: 0
h-index: 0
机构: Univ Toulouse 3, UPRES A CNRS 5069, Lab Heterochim Fondamentale & Appliquee, F-31062 Toulouse 04, France

论文数: 引用数:
h-index:
机构:
[9]
The first example of simple oxidative addition of an aryl chloride to a discrete palladium N-heterocyclic carbene amination precatalyst
[J].
Caddick, S
;
Geoffrey, F
;
Cloke, N
;
Hitchcock, PB
;
Leonard, J
;
Lewis, AKD
;
McKerrecher, D
;
Titcomb, LR
.
ORGANOMETALLICS,
2002, 21 (21)
:4318-4319

Caddick, S
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Sussex, Chem Lab, CPES, Brighton BN1 9QJ, E Sussex, England Univ Sussex, Chem Lab, CPES, Brighton BN1 9QJ, E Sussex, England

Geoffrey, F
论文数: 0 引用数: 0
h-index: 0
机构: Univ Sussex, Chem Lab, CPES, Brighton BN1 9QJ, E Sussex, England

Cloke, N
论文数: 0 引用数: 0
h-index: 0
机构: Univ Sussex, Chem Lab, CPES, Brighton BN1 9QJ, E Sussex, England

Hitchcock, PB
论文数: 0 引用数: 0
h-index: 0
机构: Univ Sussex, Chem Lab, CPES, Brighton BN1 9QJ, E Sussex, England

Leonard, J
论文数: 0 引用数: 0
h-index: 0
机构: Univ Sussex, Chem Lab, CPES, Brighton BN1 9QJ, E Sussex, England

Lewis, AKD
论文数: 0 引用数: 0
h-index: 0
机构: Univ Sussex, Chem Lab, CPES, Brighton BN1 9QJ, E Sussex, England

McKerrecher, D
论文数: 0 引用数: 0
h-index: 0
机构: Univ Sussex, Chem Lab, CPES, Brighton BN1 9QJ, E Sussex, England

Titcomb, LR
论文数: 0 引用数: 0
h-index: 0
机构: Univ Sussex, Chem Lab, CPES, Brighton BN1 9QJ, E Sussex, England
[10]
An improved synthesis of bis(1,3-di-N-tert-butylimidazol-2-ylidene)palladium(0) and its use in C-C and C-N coupling reactions
[J].
Caddick, S
;
Cloke, FGN
;
Clentsmith, GKB
;
Hitchcock, PB
;
McKerrecher, D
;
Titcomb, LR
;
Williams, MRV
.
JOURNAL OF ORGANOMETALLIC CHEMISTRY,
2001, 617 (01)
:635-639

Caddick, S
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Sussex, CPES, Chem Lab, Brighton BN1 9QJ, E Sussex, England Univ Sussex, CPES, Chem Lab, Brighton BN1 9QJ, E Sussex, England

Cloke, FGN
论文数: 0 引用数: 0
h-index: 0
机构: Univ Sussex, CPES, Chem Lab, Brighton BN1 9QJ, E Sussex, England

Clentsmith, GKB
论文数: 0 引用数: 0
h-index: 0
机构: Univ Sussex, CPES, Chem Lab, Brighton BN1 9QJ, E Sussex, England

Hitchcock, PB
论文数: 0 引用数: 0
h-index: 0
机构: Univ Sussex, CPES, Chem Lab, Brighton BN1 9QJ, E Sussex, England

McKerrecher, D
论文数: 0 引用数: 0
h-index: 0
机构: Univ Sussex, CPES, Chem Lab, Brighton BN1 9QJ, E Sussex, England

Titcomb, LR
论文数: 0 引用数: 0
h-index: 0
机构: Univ Sussex, CPES, Chem Lab, Brighton BN1 9QJ, E Sussex, England

Williams, MRV
论文数: 0 引用数: 0
h-index: 0
机构: Univ Sussex, CPES, Chem Lab, Brighton BN1 9QJ, E Sussex, England