Reusable Cu2O-Nanoparticle-Catalyzed Amidation of Aryl Iodides

被引:28
作者
Jammi, Suribabu [1 ]
Krishnamoorthy, Sankarganesh [1 ]
Saha, Prasenjit [1 ]
Kundu, Dipti S. [1 ]
Sakthivel, Sekarpandi [1 ]
Ali, Md Ashif [1 ]
Paul, Rajesh [1 ]
Punniyamurthy, Tharmalingam [1 ]
机构
[1] Indian Inst Technol Guwahati, Dept Chem, Gauhati 781039, India
关键词
Cu2O nanoparticles; heterogeneous catalysis; cross-coupling reaction; amide; aryl iodide; CROSS-COUPLING REACTIONS; CATALYZED N-ARYLATION; EFFICIENT COPPER CATALYST; NITROGEN-CONTAINING HETEROCYCLES; C-N; BOND FORMATION; POLY(ETHYLENE GLYCOL); HIGHLY EFFICIENT; HETEROARYL HALIDES; SOLVENT MEDIUM;
D O I
10.1055/s-0029-1218368
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The amidation of aryl iodides using Cu2O nanoparticles is described. It is a heterogeneous process, no leaching of the Cu2O species occurs, and the catalyst can be recovered and recycled without loss of activity.
引用
收藏
页码:3323 / 3327
页数:5
相关论文
共 50 条
[1]   Copper-promoted carbon-nitrogen bond formation with 2-iodo-selenophene and amides [J].
Barros, OSD ;
Nogueira, CW ;
Stangherlin, EC ;
Menezes, PH ;
Zeni, G .
JOURNAL OF ORGANIC CHEMISTRY, 2006, 71 (04) :1552-1557
[2]   Copper in cross-coupling reactions - The post-Ullmann chemistry [J].
Beletskaya, IP ;
Cheprakov, AV .
COORDINATION CHEMISTRY REVIEWS, 2004, 248 (21-24) :2337-2364
[3]   Copper-catalyzed N-arylation of amines/amides in poly(ethylene glycol) as recyclable solvent medium [J].
Chandrasekhar, S ;
Sultana, SS ;
Yaragorla, SR ;
Reddy, NR .
SYNTHESIS-STUTTGART, 2006, (05) :839-842
[4]   Poly(ethylene glycol) (PEG) as a reusable solvent medium for organic synthesis. Application in the Heck reaction [J].
Chandrasekhar, S ;
Narsihmulu, C ;
Sultana, SS ;
Reddy, NR .
ORGANIC LETTERS, 2002, 4 (25) :4399-4401
[5]   1,1,1-tris(hydroxymethyl)ethane as a new, efficient, and versatile tripod ligand for copper-catalyzed cross-coupling reactions of aryl iodides with amides, thiols, and phenols [J].
Chen, Yao-Jung ;
Chen, Hsin-Hung .
ORGANIC LETTERS, 2006, 8 (24) :5609-5612
[6]   Selected patented cross-coupling reaction technologies [J].
Corbet, Jean-Pierre ;
Mignani, Gerard .
CHEMICAL REVIEWS, 2006, 106 (07) :2651-2710
[7]   Highly efficient and mild copper-catalyzed N- and C-arylations with aryl bromides and iodides [J].
Cristau, HJ ;
Cellier, PP ;
Spindler, JF ;
Taillefer, M .
CHEMISTRY-A EUROPEAN JOURNAL, 2004, 10 (22) :5607-5622
[8]   New arylthioindoles: Potent inhibitors of tubulin polymerization. 2. Structure-activity relationships and molecular modeling studies [J].
De Martino, G ;
Edler, MC ;
La Regina, G ;
Coluccia, A ;
Barbera, MC ;
Barrow, D ;
Nicholson, RI ;
Chiosis, G ;
Brancale, A ;
Hamel, E ;
Artico, M ;
Silvestri, R .
JOURNAL OF MEDICINAL CHEMISTRY, 2006, 49 (03) :947-954
[9]   Amino acid-mediated Goldberg reactions between amides and aryl iodides [J].
Deng, W ;
Wang, YF ;
Zou, W ;
Liu, L ;
Guo, QX .
TETRAHEDRON LETTERS, 2004, 45 (11) :2311-2315
[10]   Copper-mediated coupling reactions and their applications in natural products and designed biomolecules synthesis [J].
Evano, Gwilherm ;
Blanchard, Nicolas ;
Toumi, Mathieu .
CHEMICAL REVIEWS, 2008, 108 (08) :3054-3131