CuII-β-Cyclodextrin Complex as a Nanocatalyst for the Homo- and Cross-Coupling of Arylboronic Acids under Ligand- and Base-Free Conditions in Air: Chemoselective Cross-Coupling of Arylboronic Acids in Water

被引:105
|
作者
Kaboudin, Babak [1 ]
Abedi, Yaghoub [1 ]
Yokomatsu, Tsutomu [2 ]
机构
[1] Inst Adv Studies Basic Sci, Dept Chem, Gava Zang 4513766731, Zanjan, Iran
[2] Tokyo Univ Pharm & Life Sci, Sch Pharm, Hachioji, Tokyo 1920392, Japan
关键词
Chemoselectivity; Copper; Coupling; Cyclodextrins; Macrocyclic ligands; CAPPED PALLADIUM NANOPARTICLES; ROOM-TEMPERATURE; N-ARYLATION; OXIDATIVE DIMERIZATION; HOMOCOUPLING REACTION; SYMMETRICAL BIARYLS; CATALYZED SYNTHESIS; COPPER COMPLEX; AMINES; DERIVATIVES;
D O I
10.1002/ejoc.201100994
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
We report here the transition-metal-catalyzed chemoselective cross-coupling of arylbroronic acids in high yields without using ligand or base. We have developed an efficient copper-catalyzed protocol for the homocoupling and cross-coupling of arylboronic acids. The protocol is also suitable for the cross-coupling of aliphatic primary amines with aryl-boronic acids. Aminophenols and primary amines bearing an alcoholic substituent on the aliphatic chain were coupled with arylboronic acids, and the products were obtained with high C-N coupling selectivity. An effective catalyst was Cu-2-beta-cyclodextrin, which is readily available and structurally simple, but has not previously been explored as a catalyst.
引用
收藏
页码:6656 / 6662
页数:7
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