Microwave-assisted suzuki cross-coupling reaction, a key step in the synthesis of polycyclic aromatic hydrocarbons and their metabolites

被引：28

作者：

Sharma, Arun K. ^{[1
]}

Gowdahalli, Krishnegowda ^{[1
]}

Krzeminski, Jacek ^{[1
]}

Amin, Shantu ^{[1
]}

机构：

[1] Penn State Coll Med, Penn State Canc Inst, Chem Carcinogenesis & Chemporevent Program, Dept Pharmacol, Hershey, PA 17033 USA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2007年 / 72卷 / 23期

关键词：

D O I：

10.1021/jo701665j

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] A highly efficient and general method for Suzuki cross-coupling reaction en route to the synthesis of polycyclic aromatic hydrocarbons (PAHs) and their metabolites has been developed. Microwave irradiation of aryl bromides 1 and boronic acids (2 and 3) using polyurea microencapsulated palladium catalyst (Pd EnCat 30) gave the coupling adducts 4 and 5 in excellent yields in just 20 min compared to similar to 24 h under thermal conditions, corresponding to a similar to 72-fold increase in reaction rate.

引用

页码：8987 / 8989

页数：3

共 50 条

[1] Microwave-assisted aqueous Suzuki cross-coupling reactions
Blettner, CG
König, WA
Stenzel, W
Schotten, T
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (11): : 3885 - 3890
[2] The palladium(0) Suzuki cross-coupling reaction as the key step in the synthesis of aporphinoids
Suau, R
Rico, R
Nájera, F
Ortiz-López, FJ
López-Romero, JM
Moreno-Mañas, M
Roglans, A
[J]. TETRAHEDRON, 2004, 60 (27) : 5725 - 5735
[3] Microwave-assisted Palladium-micelle-catalyzed Suzuki Cross-coupling Reaction in Water
Lin Li
Li Sheng-hai
Jiang Ri-hua
[J]. CHEMICAL RESEARCH IN CHINESE UNIVERSITIES, 2011, 27 (04) : 589 - 591
[4] Microwave-assisted Palladium-micelle-catalyzed Suzuki Cross-coupling Reaction in Water
LIN Li2
2.College of Chemistry
3.Department of Dermatology
[J]. Chemical Research in Chinese Universities, 2011, 27 (04) : 589 - 591
[5] Microwave-assisted synthesis of Pd nanoparticles and their catalysis application for Suzuki cross-coupling reactions
Zhang, Jian
Bai, Xuefeng
[J]. INORGANIC AND NANO-METAL CHEMISTRY, 2017, 47 (05) : 672 - 676
[6] An efficient aqueous microwave-assisted Suzuki-Miyaura cross-coupling reaction in the thiazole series
Cohen, Anita
Crozet, Maxime D.
Rathelot, Pascal
Vanelle, Patrice
[J]. GREEN CHEMISTRY, 2009, 11 (11) : 1736 - 1742
[7] Semiconducting polymers via microwave-assisted Suzuki and Stille cross-coupling reactions
Nehls, BS
Asawapirom, U
Füldner, S
Preis, E
Farrell, T
Scherf, U
[J]. ADVANCED FUNCTIONAL MATERIALS, 2004, 14 (04) : 352 - 356
[8] Rapid, Microwave-Assisted Perdeuteration of Polycyclic Aromatic Hydrocarbons
Greene, Allison K.
Scott, Lawrence T.
[J]. JOURNAL OF ORGANIC CHEMISTRY, 2013, 78 (05): : 2139 - 2143
[9] Microwave-assisted synthesis of palladium nanoparticles supported on copper oxide in aqueous medium as an efficient catalyst for Suzuki cross-coupling reaction
Elazab, Hany A.
Sadek, M. A.
El-Idreesy, Tamer T.
[J]. ADSORPTION SCIENCE & TECHNOLOGY, 2018, 36 (5-6) : 1352 - 1365
[10] An efficient microwave-assisted Suzuki cross-coupling reaction of imidazo[1,2-a]pyridines in aqueous medium
Crozet, Maxime D.
Castera-Ducros, Caroline
Vanelle, Patrice
[J]. TETRAHEDRON LETTERS, 2006, 47 (39) : 7061 - 7065

← 1 2 3 4 5 →