Suzuki-Miyaura cross-coupling reactions using a low-leaching and highly recyclable gold-supported palladium material and two types of microwave equipments

被引:34
作者
Al-Amin, Mohammad [1 ]
Akimoto, Masayoshi [2 ]
Tameno, Tsuyoshi [2 ]
Ohki, Yuuta [2 ]
Takahashi, Naoyuki [2 ]
Hoshiya, Naoyuki [1 ,3 ]
Shuto, Satoshi [1 ]
Arisawa, Mitsuhiro [1 ]
机构
[1] Hokkaido Univ, Fac Pharmaceut Sci, Kita Ku, Sapporo, Hokkaido 0600812, Japan
[2] Tokyo Rikakikai Co Ltd, Chuo Ku, Tokyo 1030023, Japan
[3] Furuya Met Co Ltd, Toshima Ku, Tokyo 1700005, Japan
基金
日本科学技术振兴机构;
关键词
HECK REACTIONS; CATALYSTS;
D O I
10.1039/c3gc00063j
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
We designed Suzuki-Miyaura cross-coupling reactions in conjunction with sulfur-modified Au-supported Pd material (SAPd) and two types of microwaves, single-mode and multi-mode. The entire microwave-facilitated process provided advantages over conventional heating in that reactivity of the less reactive arylbromides was induced and the reaction time was reduced.
引用
收藏
页码:1142 / 1145
页数:4
相关论文
共 33 条
[1]   Ligand-Free Buchwald-Hartwig Aromatic Aminations of Aryl Halides Catalyzed by Low-Leaching and Highly Recyclable Sulfur-Modified Gold-Supported Palladium Material [J].
Al-Amin, Mohammad ;
Honma, Tetsuo ;
Hoshiya, Naoyuki ;
Shuto, Satoshi ;
Arisawa, Mitsuhiro .
ADVANCED SYNTHESIS & CATALYSIS, 2012, 354 (06) :1061-1068
[2]   Toward the Ideal Catalyst: From Atomic Centers to a "Cocktail" of Catalysts [J].
Ananikov, Valentine P. ;
Beletskaya, Irina P. .
ORGANOMETALLICS, 2012, 31 (05) :1595-1604
[3]   Efficient, Selective, and Recyclable Palladium Catalysts in Carbon-Carbon Coupling Reactions [J].
Arpad Molnar .
CHEMICAL REVIEWS, 2011, 111 (03) :2251-2320
[4]   Microwave enhanced synthesis [J].
Caddick, Stephen ;
Fitzmaurice, Richard .
TETRAHEDRON, 2009, 65 (17) :3325-3355
[5]   Resolving Heterogeneity Problems and Impurity Artifacts in Operationally Homogeneous Transition Metal Catalysts [J].
Crabtree, Robert H. .
CHEMICAL REVIEWS, 2012, 112 (03) :1536-1554
[6]   Pd-catalyzed Heck arylation of cycloalkenes - studies on selectivity comparing homogeneous and heterogeneous catalysts [J].
Djakovitch, L ;
Wagner, M ;
Hartung, CG ;
Beller, A ;
Koehler, K .
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2004, 219 (01) :121-130
[7]   Development of an effective palladium removal process for VEGF oncology candidate AG13736 and a simple, efficient screening technique for scavenger reagent identification [J].
Flahive, Erik J. ;
Ewanicki, Brigitte L. ;
Sach, Neal W. ;
O'Neill-Slawecki, Stacy A. ;
Stankovic, Nebojsa S. ;
Yu, Shu ;
Guinness, Steven M. ;
Dunn, Jonathan .
ORGANIC PROCESS RESEARCH & DEVELOPMENT, 2008, 12 (04) :637-645
[8]   Ion- and atom-leaching mechanisms from palladium nanoparticles in cross-coupling reactions [J].
Gaikwad, Anil V. ;
Holuigue, Alexandre ;
Thathagar, Mehul B. ;
ten Elshof, Johan E. ;
Rothenberg, Gadi .
CHEMISTRY-A EUROPEAN JOURNAL, 2007, 13 (24) :6908-6913
[9]   Microwave-assisted synthesis under continuous-flow conditions [J].
Glasnov, Toma N. ;
Kappe, C. Oliver .
MACROMOLECULAR RAPID COMMUNICATIONS, 2007, 28 (04) :395-410
[10]   Heterogeneous Versus Homogeneous Palladium Catalysts for Ligandless Mizoroki-Heck Reactions: A Comparison of Batch/Microwave and Continuous-Flow Processing [J].
Glasnov, Toma N. ;
Findenig, Silvia ;
Kappe, C. Oliver .
CHEMISTRY-A EUROPEAN JOURNAL, 2009, 15 (04) :1001-1010