共 84 条
Phosphine-Free, Heterogeneous Palladium-Catalyzed Atom-Efficient Carbonylative Cross-Coupling of Triarylbismuths with Aryl Iodides: Synthesis of Biaryl Ketones
被引:56
作者:

Hao, Wenyan
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机构: Jiangxi Normal Univ, Minist Educ, Key Lab Funct Small Organ Mol, Nanchang 330022, Peoples R China

Liu, Haiyi
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机构: Jiangxi Normal Univ, Minist Educ, Key Lab Funct Small Organ Mol, Nanchang 330022, Peoples R China

Yin, Lin
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机构: Jiangxi Normal Univ, Minist Educ, Key Lab Funct Small Organ Mol, Nanchang 330022, Peoples R China

Cai, Mingzhong
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机构:
Jiangxi Normal Univ, Minist Educ, Key Lab Funct Small Organ Mol, Nanchang 330022, Peoples R China Jiangxi Normal Univ, Minist Educ, Key Lab Funct Small Organ Mol, Nanchang 330022, Peoples R China
机构:
[1] Jiangxi Normal Univ, Minist Educ, Key Lab Funct Small Organ Mol, Nanchang 330022, Peoples R China
基金:
中国国家自然科学基金;
关键词:
FRIEDEL-CRAFTS ACYLATION;
ONE-POT SYNTHESIS;
ARYLBORONIC ACIDS;
ACYL CHLORIDES;
CARBOXYLIC-ACIDS;
BOND FORMATION;
IONIC LIQUIDS;
HALIDES;
CHEMISTRY;
ARYLATION;
D O I:
10.1021/acs.joc.6b00570
中图分类号:
O62 [有机化学];
学科分类号:
070303 ;
081704 ;
摘要:
A novel and highly efficient heterogeneous palladium-catalyzed carbonylative cross-coupling of aryl iodides with triarylbismuths has been developed that proceeds smoothly at atmospheric CO pressure and provides a general and powerful tool for the preparation of various valuable biaryl ketones with high atom economy, good to excellent yield, and recyclability of the catalyst. The reaction is the first example of Pd-catalyzed carbonylative cross-coupling for the construction of biaryl ketones using triarylbismuths as substrates.
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页码:4244 / 4251
页数:8
相关论文
共 84 条
[41]
Syntheses of Biodegradable and Biocompatible Polymers by Means of Bismuth Catalysts
[J].
Kricheldorf, Hans R.
.
CHEMICAL REVIEWS,
2009, 109 (11)
:5579-5594

Kricheldorf, Hans R.
论文数: 0 引用数: 0
h-index: 0
机构:
Inst Tech & Makromol Chem, D-20146 Hamburg, Germany Inst Tech & Makromol Chem, D-20146 Hamburg, Germany
[42]
Pd-catalyzed carbonylative cross-coupling reactions by triorganoindiums: Highly efficient transfer of organic groups attached to indium under atmospheric pressure
[J].
Lee, PH
;
Lee, SW
;
Lee, K
.
ORGANIC LETTERS,
2003, 5 (07)
:1103-1106

Lee, PH
论文数: 0 引用数: 0
h-index: 0
机构:
Kangweon Natl Univ, Dept Chem, Chunchon 200701, South Korea Kangweon Natl Univ, Dept Chem, Chunchon 200701, South Korea

Lee, SW
论文数: 0 引用数: 0
h-index: 0
机构:
Kangweon Natl Univ, Dept Chem, Chunchon 200701, South Korea Kangweon Natl Univ, Dept Chem, Chunchon 200701, South Korea

Lee, K
论文数: 0 引用数: 0
h-index: 0
机构:
Kangweon Natl Univ, Dept Chem, Chunchon 200701, South Korea Kangweon Natl Univ, Dept Chem, Chunchon 200701, South Korea
[43]
Highly efficient Pd-catalyzed carbonylative cross-coupling reactions with tetraorganoindates
[J].
Lee, SW
;
Lee, K
;
Seomoon, D
;
Kim, S
;
Kim, H
;
Kim, H
;
Shim, E
;
Lee, M
;
Lee, S
;
Kim, M
;
Lee, PH
.
JOURNAL OF ORGANIC CHEMISTRY,
2004, 69 (14)
:4852-4855

Lee, SW
论文数: 0 引用数: 0
h-index: 0
机构:
Kangweon Natl Univ, Dept Chem, Chunchon 200701, South Korea Kangweon Natl Univ, Dept Chem, Chunchon 200701, South Korea

Lee, K
论文数: 0 引用数: 0
h-index: 0
机构:
Kangweon Natl Univ, Dept Chem, Chunchon 200701, South Korea Kangweon Natl Univ, Dept Chem, Chunchon 200701, South Korea

Seomoon, D
论文数: 0 引用数: 0
h-index: 0
机构:
Kangweon Natl Univ, Dept Chem, Chunchon 200701, South Korea Kangweon Natl Univ, Dept Chem, Chunchon 200701, South Korea

Kim, S
论文数: 0 引用数: 0
h-index: 0
机构:
Kangweon Natl Univ, Dept Chem, Chunchon 200701, South Korea Kangweon Natl Univ, Dept Chem, Chunchon 200701, South Korea

Kim, H
论文数: 0 引用数: 0
h-index: 0
机构:
Kangweon Natl Univ, Dept Chem, Chunchon 200701, South Korea Kangweon Natl Univ, Dept Chem, Chunchon 200701, South Korea

Kim, H
论文数: 0 引用数: 0
h-index: 0
机构:
Kangweon Natl Univ, Dept Chem, Chunchon 200701, South Korea Kangweon Natl Univ, Dept Chem, Chunchon 200701, South Korea

Shim, E
论文数: 0 引用数: 0
h-index: 0
机构:
Kangweon Natl Univ, Dept Chem, Chunchon 200701, South Korea Kangweon Natl Univ, Dept Chem, Chunchon 200701, South Korea

Lee, M
论文数: 0 引用数: 0
h-index: 0
机构:
Kangweon Natl Univ, Dept Chem, Chunchon 200701, South Korea Kangweon Natl Univ, Dept Chem, Chunchon 200701, South Korea

Lee, S
论文数: 0 引用数: 0
h-index: 0
机构:
Kangweon Natl Univ, Dept Chem, Chunchon 200701, South Korea Kangweon Natl Univ, Dept Chem, Chunchon 200701, South Korea

Kim, M
论文数: 0 引用数: 0
h-index: 0
机构:
Kangweon Natl Univ, Dept Chem, Chunchon 200701, South Korea Kangweon Natl Univ, Dept Chem, Chunchon 200701, South Korea

Lee, PH
论文数: 0 引用数: 0
h-index: 0
机构:
Kangweon Natl Univ, Dept Chem, Chunchon 200701, South Korea Kangweon Natl Univ, Dept Chem, Chunchon 200701, South Korea
[44]
The stability of chromium in CrAPO-5, CrAPO-11, and CrS-1 during liquid phase oxidations
[J].
Lempers, HEB
;
Sheldon, RA
.
JOURNAL OF CATALYSIS,
1998, 175 (01)
:62-69

Lempers, HEB
论文数: 0 引用数: 0
h-index: 0
机构:
Delft Univ Technol, Organ Chem & Catalysis Lab, NL-2628 BL Delft, Netherlands Delft Univ Technol, Organ Chem & Catalysis Lab, NL-2628 BL Delft, Netherlands

Sheldon, RA
论文数: 0 引用数: 0
h-index: 0
机构:
Delft Univ Technol, Organ Chem & Catalysis Lab, NL-2628 BL Delft, Netherlands Delft Univ Technol, Organ Chem & Catalysis Lab, NL-2628 BL Delft, Netherlands
[45]
Palladium-catalyzed chemoselective cross-coupling of acyl chlorides and organostannanes
[J].
Lerebours, R
;
Camacho-Soto, A
;
Wolf, C
.
JOURNAL OF ORGANIC CHEMISTRY,
2005, 70 (21)
:8601-8604

Lerebours, R
论文数: 0 引用数: 0
h-index: 0
机构:
Georgetown Univ, Dept Chem, Washington, DC 20057 USA Georgetown Univ, Dept Chem, Washington, DC 20057 USA

Camacho-Soto, A
论文数: 0 引用数: 0
h-index: 0
机构:
Georgetown Univ, Dept Chem, Washington, DC 20057 USA Georgetown Univ, Dept Chem, Washington, DC 20057 USA

Wolf, C
论文数: 0 引用数: 0
h-index: 0
机构:
Georgetown Univ, Dept Chem, Washington, DC 20057 USA Georgetown Univ, Dept Chem, Washington, DC 20057 USA
[46]
Convenient Stille carbonylative cross-couplings using molybdenum hexacarbonyl
[J].
Lindh, Jonas
;
Fardost, Ashkan
;
Almeida, Maria
;
Nilsson, Peter
.
TETRAHEDRON LETTERS,
2010, 51 (18)
:2470-2472

论文数: 引用数:
h-index:
机构:

Fardost, Ashkan
论文数: 0 引用数: 0
h-index: 0
机构:
Uppsala Univ, Uppsala Biomed Ctr, Dept Med Chem, SE-75123 Uppsala, Sweden Uppsala Univ, Uppsala Biomed Ctr, Dept Med Chem, SE-75123 Uppsala, Sweden

Almeida, Maria
论文数: 0 引用数: 0
h-index: 0
机构: Uppsala Univ, Uppsala Biomed Ctr, Dept Med Chem, SE-75123 Uppsala, Sweden

Nilsson, Peter
论文数: 0 引用数: 0
h-index: 0
机构:
Uppsala Univ, Uppsala Biomed Ctr, Dept Med Chem, SE-75123 Uppsala, Sweden Uppsala Univ, Uppsala Biomed Ctr, Dept Med Chem, SE-75123 Uppsala, Sweden
[47]
Agglomeration of Pd0 nanoparticles causing different catalytic activities of Suzuki carbonylative cross-coupling reactions catalyzed by PdII and Pd0 immobilized on dopamine-functionalized magnetite nanoparticles
[J].
Long, Yu
;
Liang, Kun
;
Niu, Jianrui
;
Tong, Xin
;
Yuan, Bing
;
Ma, Jiantai
.
NEW JOURNAL OF CHEMISTRY,
2015, 39 (04)
:2988-2996

Long, Yu
论文数: 0 引用数: 0
h-index: 0
机构:
Lanzhou Univ, State Key Lab Appl Organ Chem, Coll Chem & Chem Engn, Lanzhou 730000, Gansu, Peoples R China Lanzhou Univ, State Key Lab Appl Organ Chem, Coll Chem & Chem Engn, Lanzhou 730000, Gansu, Peoples R China

Liang, Kun
论文数: 0 引用数: 0
h-index: 0
机构:
Lanzhou Univ, State Key Lab Appl Organ Chem, Coll Chem & Chem Engn, Lanzhou 730000, Gansu, Peoples R China Lanzhou Univ, State Key Lab Appl Organ Chem, Coll Chem & Chem Engn, Lanzhou 730000, Gansu, Peoples R China

Niu, Jianrui
论文数: 0 引用数: 0
h-index: 0
机构:
Lanzhou Univ, State Key Lab Appl Organ Chem, Coll Chem & Chem Engn, Lanzhou 730000, Gansu, Peoples R China Lanzhou Univ, State Key Lab Appl Organ Chem, Coll Chem & Chem Engn, Lanzhou 730000, Gansu, Peoples R China

Tong, Xin
论文数: 0 引用数: 0
h-index: 0
机构:
Lanzhou Univ, State Key Lab Appl Organ Chem, Coll Chem & Chem Engn, Lanzhou 730000, Gansu, Peoples R China Lanzhou Univ, State Key Lab Appl Organ Chem, Coll Chem & Chem Engn, Lanzhou 730000, Gansu, Peoples R China

Yuan, Bing
论文数: 0 引用数: 0
h-index: 0
机构:
Lanzhou Univ, State Key Lab Appl Organ Chem, Coll Chem & Chem Engn, Lanzhou 730000, Gansu, Peoples R China Lanzhou Univ, State Key Lab Appl Organ Chem, Coll Chem & Chem Engn, Lanzhou 730000, Gansu, Peoples R China

Ma, Jiantai
论文数: 0 引用数: 0
h-index: 0
机构:
Lanzhou Univ, State Key Lab Appl Organ Chem, Coll Chem & Chem Engn, Lanzhou 730000, Gansu, Peoples R China Lanzhou Univ, State Key Lab Appl Organ Chem, Coll Chem & Chem Engn, Lanzhou 730000, Gansu, Peoples R China
[48]
Palladium-N-heterocyclic carbene an efficient catalytic system for the carbonylative cross-coupling of pyridine halides with boronic acids
[J].
Maerten, Eddy
;
Sauthier, Mathieu
;
Mortreux, Andre
;
Castanet, Yves
.
TETRAHEDRON,
2007, 63 (03)
:682-689

Maerten, Eddy
论文数: 0 引用数: 0
h-index: 0
机构:
Ecole Natl Super Chim Lille, CNRS, UMR 8181, Unite Catalyse & Chim Solide,USTL, F-59652 Villeneuve Dascq, France Ecole Natl Super Chim Lille, CNRS, UMR 8181, Unite Catalyse & Chim Solide,USTL, F-59652 Villeneuve Dascq, France

Sauthier, Mathieu
论文数: 0 引用数: 0
h-index: 0
机构:
Ecole Natl Super Chim Lille, CNRS, UMR 8181, Unite Catalyse & Chim Solide,USTL, F-59652 Villeneuve Dascq, France Ecole Natl Super Chim Lille, CNRS, UMR 8181, Unite Catalyse & Chim Solide,USTL, F-59652 Villeneuve Dascq, France

Mortreux, Andre
论文数: 0 引用数: 0
h-index: 0
机构:
Ecole Natl Super Chim Lille, CNRS, UMR 8181, Unite Catalyse & Chim Solide,USTL, F-59652 Villeneuve Dascq, France Ecole Natl Super Chim Lille, CNRS, UMR 8181, Unite Catalyse & Chim Solide,USTL, F-59652 Villeneuve Dascq, France

Castanet, Yves
论文数: 0 引用数: 0
h-index: 0
机构:
Ecole Natl Super Chim Lille, CNRS, UMR 8181, Unite Catalyse & Chim Solide,USTL, F-59652 Villeneuve Dascq, France Ecole Natl Super Chim Lille, CNRS, UMR 8181, Unite Catalyse & Chim Solide,USTL, F-59652 Villeneuve Dascq, France
[49]
Palladium on Carbon-Catalyzed Cross-Coupling using Triarylbismuths
[J].
Monguchi, Yasunari
;
Hattori, Tomohiro
;
Miyamoto, Yasuhiro
;
Yanase, Takayoshi
;
Sawama, Yoshinari
;
Sajiki, Hironao
.
ADVANCED SYNTHESIS & CATALYSIS,
2012, 354 (13)
:2561-2567

论文数: 引用数:
h-index:
机构:

Hattori, Tomohiro
论文数: 0 引用数: 0
h-index: 0
机构:
Gifu Pharmaceut Univ, Organ Chem Lab, Gifu 5011196, Japan Gifu Pharmaceut Univ, Organ Chem Lab, Gifu 5011196, Japan

Miyamoto, Yasuhiro
论文数: 0 引用数: 0
h-index: 0
机构:
Gifu Pharmaceut Univ, Organ Chem Lab, Gifu 5011196, Japan Gifu Pharmaceut Univ, Organ Chem Lab, Gifu 5011196, Japan

Yanase, Takayoshi
论文数: 0 引用数: 0
h-index: 0
机构:
Gifu Pharmaceut Univ, Organ Chem Lab, Gifu 5011196, Japan Gifu Pharmaceut Univ, Organ Chem Lab, Gifu 5011196, Japan

Sawama, Yoshinari
论文数: 0 引用数: 0
h-index: 0
机构:
Gifu Pharmaceut Univ, Organ Chem Lab, Gifu 5011196, Japan Gifu Pharmaceut Univ, Organ Chem Lab, Gifu 5011196, Japan

论文数: 引用数:
h-index:
机构:
[50]
Stabilizing PdII on hollow magnetic mesoporous spheres: a highly active and recyclable catalyst for carbonylative cross-coupling and Suzuki coupling reactions
[J].
Niu, Jianrui
;
Liu, Mengmeng
;
Wang, Peng
;
Long, Yu
;
Xie, Miao
;
Li, Rong
;
Ma, Jiantai
.
NEW JOURNAL OF CHEMISTRY,
2014, 38 (04)
:1471-1476

Niu, Jianrui
论文数: 0 引用数: 0
h-index: 0
机构:
Lanzhou Univ, Coll Chem & Chem Engn, Lanzhou 730000, Peoples R China Lanzhou Univ, Coll Chem & Chem Engn, Lanzhou 730000, Peoples R China

Liu, Mengmeng
论文数: 0 引用数: 0
h-index: 0
机构:
Lanzhou Univ, Coll Chem & Chem Engn, Lanzhou 730000, Peoples R China Lanzhou Univ, Coll Chem & Chem Engn, Lanzhou 730000, Peoples R China

Wang, Peng
论文数: 0 引用数: 0
h-index: 0
机构:
Lanzhou Univ, Coll Chem & Chem Engn, Lanzhou 730000, Peoples R China Lanzhou Univ, Coll Chem & Chem Engn, Lanzhou 730000, Peoples R China

Long, Yu
论文数: 0 引用数: 0
h-index: 0
机构:
Lanzhou Univ, Coll Chem & Chem Engn, Lanzhou 730000, Peoples R China Lanzhou Univ, Coll Chem & Chem Engn, Lanzhou 730000, Peoples R China

Xie, Miao
论文数: 0 引用数: 0
h-index: 0
机构:
Lanzhou Univ, Coll Chem & Chem Engn, Lanzhou 730000, Peoples R China Lanzhou Univ, Coll Chem & Chem Engn, Lanzhou 730000, Peoples R China

Li, Rong
论文数: 0 引用数: 0
h-index: 0
机构:
Lanzhou Univ, Coll Chem & Chem Engn, Lanzhou 730000, Peoples R China Lanzhou Univ, Coll Chem & Chem Engn, Lanzhou 730000, Peoples R China

Ma, Jiantai
论文数: 0 引用数: 0
h-index: 0
机构:
Lanzhou Univ, Coll Chem & Chem Engn, Lanzhou 730000, Peoples R China Lanzhou Univ, Coll Chem & Chem Engn, Lanzhou 730000, Peoples R China