共 29 条
Real-time monitoring of microwave-promoted Suzuki coupling reactions using in situ Raman spectroscopy
被引:36
作者:

Leadbeater, Nicholas E.
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机构:
Univ Connecticut, Dept Chem, Storrs, CT 06269 USA Univ Connecticut, Dept Chem, Storrs, CT 06269 USA

Smith, Rebecca J.
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h-index: 0
机构:
Univ Connecticut, Dept Chem, Storrs, CT 06269 USA Univ Connecticut, Dept Chem, Storrs, CT 06269 USA
机构:
[1] Univ Connecticut, Dept Chem, Storrs, CT 06269 USA
关键词:
D O I:
10.1021/ol061803f
中图分类号:
O62 [有机化学];
学科分类号:
070303 ;
081704 ;
摘要:
[GRAPHICS] The progress of microwave-promoted Suzuki reactions has been monitored using an in situ Raman spectroscopy apparatus assembled from commercially available components. It was possible to see if any reaction occurred and, if so, when it reached completion. In addition, the monitoring technique has given us an insight into the reaction, confirming that, when run in aqueous media, the coupling is in competition with the rapid deboronation of the boronic acid.
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页码:4588 / 4591
页数:3
相关论文
共 29 条
[1]
Generation of a small library of highly electron-rich 2-(Hetero)aryl-substituted phenethylamines by the Suzuki-Miyaura reaction: A short synthesis of an apogalanthamine analogue
[J].
Appukkuttan, P
;
Orts, AB
;
Chandran, RP
;
Goeman, JL
;
Van der Eycken, J
;
Dehaen, W
;
Van der Eycken, E
.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY,
2004, 2004 (15)
:3277-3285

Appukkuttan, P
论文数: 0 引用数: 0
h-index: 0
机构: Univ Louvain, Organ Synth Lab, B-3001 Louvain, Belgium

Orts, AB
论文数: 0 引用数: 0
h-index: 0
机构: Univ Louvain, Organ Synth Lab, B-3001 Louvain, Belgium

Chandran, RP
论文数: 0 引用数: 0
h-index: 0
机构: Univ Louvain, Organ Synth Lab, B-3001 Louvain, Belgium

Goeman, JL
论文数: 0 引用数: 0
h-index: 0
机构: Univ Louvain, Organ Synth Lab, B-3001 Louvain, Belgium

Van der Eycken, J
论文数: 0 引用数: 0
h-index: 0
机构: Univ Louvain, Organ Synth Lab, B-3001 Louvain, Belgium

Dehaen, W
论文数: 0 引用数: 0
h-index: 0
机构: Univ Louvain, Organ Synth Lab, B-3001 Louvain, Belgium

Van der Eycken, E
论文数: 0 引用数: 0
h-index: 0
机构: Univ Louvain, Organ Synth Lab, B-3001 Louvain, Belgium
[2]
Suzuki coupling of aryl chlorides with phenylboronic acid in water, using microwave heating with simultaneous cooling
[J].
Arvela, RK
;
Leadbeater, NE
.
ORGANIC LETTERS,
2005, 7 (11)
:2101-2104

Arvela, RK
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Connecticut, Dept Chem, Unit 3060, Storrs, CT 06269 USA Univ Connecticut, Dept Chem, Unit 3060, Storrs, CT 06269 USA

Leadbeater, NE
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Connecticut, Dept Chem, Unit 3060, Storrs, CT 06269 USA Univ Connecticut, Dept Chem, Unit 3060, Storrs, CT 06269 USA
[3]
Microwave-promoted Suzuki coupling reactions with organotrifluoroborates in water using ultra-low catalyst loadings
[J].
Arvela, RK
;
Leadbeater, NE
;
Mack, TL
;
Kormos, CM
.
TETRAHEDRON LETTERS,
2006, 47 (02)
:217-220

Arvela, RK
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Connecticut, Dept Chem, Storrs, CT 06269 USA Univ Connecticut, Dept Chem, Storrs, CT 06269 USA

Leadbeater, NE
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Connecticut, Dept Chem, Storrs, CT 06269 USA Univ Connecticut, Dept Chem, Storrs, CT 06269 USA

Mack, TL
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Connecticut, Dept Chem, Storrs, CT 06269 USA Univ Connecticut, Dept Chem, Storrs, CT 06269 USA

Kormos, CM
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Connecticut, Dept Chem, Storrs, CT 06269 USA Univ Connecticut, Dept Chem, Storrs, CT 06269 USA
[4]
Automated batch scale-up of microwave-promoted Suzuki and Heck coupling reactions in water using ultra-low metal catalyst concentrations
[J].
Arvela, RK
;
Leadbeater, NE
;
Collins, MJ
.
TETRAHEDRON,
2005, 61 (39)
:9349-9355

Arvela, RK
论文数: 0 引用数: 0
h-index: 0
机构: Univ Connecticut, Dept Chem, Storrs, CT 06269 USA

Leadbeater, NE
论文数: 0 引用数: 0
h-index: 0
机构: Univ Connecticut, Dept Chem, Storrs, CT 06269 USA

Collins, MJ
论文数: 0 引用数: 0
h-index: 0
机构: Univ Connecticut, Dept Chem, Storrs, CT 06269 USA
[5]
A reassessment of the transition-metal free Suzuki-type coupling methodology
[J].
Arvela, RK
;
Leadbeater, NE
;
Sangi, MS
;
Williams, VA
;
Granados, P
;
Singer, RD
.
JOURNAL OF ORGANIC CHEMISTRY,
2005, 70 (01)
:161-168

Arvela, RK
论文数: 0 引用数: 0
h-index: 0
机构: Univ Connecticut, Dept Chem, Storrs, CT 06269 USA

Leadbeater, NE
论文数: 0 引用数: 0
h-index: 0
机构: Univ Connecticut, Dept Chem, Storrs, CT 06269 USA

Sangi, MS
论文数: 0 引用数: 0
h-index: 0
机构: Univ Connecticut, Dept Chem, Storrs, CT 06269 USA

Williams, VA
论文数: 0 引用数: 0
h-index: 0
机构: Univ Connecticut, Dept Chem, Storrs, CT 06269 USA

Granados, P
论文数: 0 引用数: 0
h-index: 0
机构: Univ Connecticut, Dept Chem, Storrs, CT 06269 USA

Singer, RD
论文数: 0 引用数: 0
h-index: 0
机构: Univ Connecticut, Dept Chem, Storrs, CT 06269 USA
[6]
Real-time monitoring of microwave-promoted organometallic ligand-substitutionreactions using in situ Raman spectroscopy
[J].
Barnard, Thomas M.
;
Leadbeater, Nicholas E.
.
CHEMICAL COMMUNICATIONS,
2006, (34)
:3615-3616

Barnard, Thomas M.
论文数: 0 引用数: 0
h-index: 0
机构: Univ Connecticut, Dept Chem, Storrs, CT 06269 USA

Leadbeater, Nicholas E.
论文数: 0 引用数: 0
h-index: 0
机构: Univ Connecticut, Dept Chem, Storrs, CT 06269 USA
[7]
Microwave-assisted aqueous Suzuki cross-coupling reactions
[J].
Blettner, CG
;
König, WA
;
Stenzel, W
;
Schotten, T
.
JOURNAL OF ORGANIC CHEMISTRY,
1999, 64 (11)
:3885-3890

Blettner, CG
论文数: 0 引用数: 0
h-index: 0
机构: Lilly Forsch Hamburg, D-20253 Hamburg, Germany

König, WA
论文数: 0 引用数: 0
h-index: 0
机构: Lilly Forsch Hamburg, D-20253 Hamburg, Germany

Stenzel, W
论文数: 0 引用数: 0
h-index: 0
机构: Lilly Forsch Hamburg, D-20253 Hamburg, Germany

Schotten, T
论文数: 0 引用数: 0
h-index: 0
机构: Lilly Forsch Hamburg, D-20253 Hamburg, Germany
[8]
The application of organic bases in microwave-promoted Suzuki coupling reactions in water
[J].
Chanthavong, F
;
Leadbeater, NE
.
TETRAHEDRON LETTERS,
2006, 47 (12)
:1909-1912

Chanthavong, F
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Connecticut, Dept Chem, Storrs, CT 06269 USA Univ Connecticut, Dept Chem, Storrs, CT 06269 USA

Leadbeater, NE
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Connecticut, Dept Chem, Storrs, CT 06269 USA Univ Connecticut, Dept Chem, Storrs, CT 06269 USA
[9]
SIMULTANEOUS MONITORING OF AMORPHOUS AND CRYSTALLINE PHASES IN SILICALITE PRECURSOR GELS - AN IN-SITU HYDROTHERMAL AND TIME-RESOLVED SMALL-ANGLE AND WIDE-ANGLE X-RAY-SCATTERING STUDY
[J].
DOKTER, WH
;
BEELEN, TPM
;
VANGARDEREN, HF
;
VANSANTEN, RA
;
BRAS, W
;
DERBYSHIRE, GE
;
MANT, GR
.
JOURNAL OF APPLIED CRYSTALLOGRAPHY,
1994, 27
:901-906

DOKTER, WH
论文数: 0 引用数: 0
h-index: 0
机构: DARESBURY LAB,WARRINGTON WA4 4AD,CHESHIRE,ENGLAND

BEELEN, TPM
论文数: 0 引用数: 0
h-index: 0
机构: DARESBURY LAB,WARRINGTON WA4 4AD,CHESHIRE,ENGLAND

VANGARDEREN, HF
论文数: 0 引用数: 0
h-index: 0
机构: DARESBURY LAB,WARRINGTON WA4 4AD,CHESHIRE,ENGLAND

VANSANTEN, RA
论文数: 0 引用数: 0
h-index: 0
机构: DARESBURY LAB,WARRINGTON WA4 4AD,CHESHIRE,ENGLAND

BRAS, W
论文数: 0 引用数: 0
h-index: 0
机构: DARESBURY LAB,WARRINGTON WA4 4AD,CHESHIRE,ENGLAND

DERBYSHIRE, GE
论文数: 0 引用数: 0
h-index: 0
机构: DARESBURY LAB,WARRINGTON WA4 4AD,CHESHIRE,ENGLAND

MANT, GR
论文数: 0 引用数: 0
h-index: 0
机构: DARESBURY LAB,WARRINGTON WA4 4AD,CHESHIRE,ENGLAND
[10]
Direct synthesis of unprotected 4-aryl phenylalanines via the Suzuki reaction under microwave irradiation
[J].
Gong, Y
;
He, W
.
ORGANIC LETTERS,
2002, 4 (22)
:3803-3805

Gong, Y
论文数: 0 引用数: 0
h-index: 0
机构:
Johnson & Johnson Pharmaceut Res & Dev LLC, Drug Discovery, Spring House, PA 19477 USA Johnson & Johnson Pharmaceut Res & Dev LLC, Drug Discovery, Spring House, PA 19477 USA

He, W
论文数: 0 引用数: 0
h-index: 0
机构:
Johnson & Johnson Pharmaceut Res & Dev LLC, Drug Discovery, Spring House, PA 19477 USA Johnson & Johnson Pharmaceut Res & Dev LLC, Drug Discovery, Spring House, PA 19477 USA