An efficient diamine copper complex-catalyzed coupling of arylboronic acids with imidazoles

被引:292
作者
Collman, JP [1 ]
Zhong, M [1 ]
机构
[1] Stanford Univ, Dept Chem, Stanford, CA 94305 USA
关键词
D O I
10.1021/ol000033j
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A novel diamine copper complex-catalyzed intermolecular coupling of arylboronic acids (1) with imidazoles (3) is described. In the presence of a catalytic amount of [Cu(OH). TMEDA](2)Cl-2 (2), arylboronic acids (1) react smoothly with imidazoles (3) in dichloromethane at room temperature to give a variety of N-arylimidazoles (4) in good to excellent yields.
引用
收藏
页码:1233 / 1236
页数:4
相关论文
共 50 条
[21]   Copper-Catalyzed Chlorination of Functionalized Arylboronic Acids [J].
Wu, Hong ;
Hynes, John, Jr. .
ORGANIC LETTERS, 2010, 12 (06) :1192-1195
[22]   N-heterocyclic carbene-palladium(II)-1-methylimidazole complex-catalyzed Suzuki-Miyaura coupling of benzyl sulfonates with arylboronic acids [J].
Wang, Xiao-Xia ;
Xu, Bin-Bin ;
Song, Wen-Ting ;
Sun, Kai-Xin ;
Lu, Jian-Mei .
ORGANIC & BIOMOLECULAR CHEMISTRY, 2015, 13 (17) :4925-4930
[23]   N-Heterocyclic Carbene-Palladium(II)-1-Methylimidazole Complex-Catalyzed Suzuki-Miyaura Coupling of Aryl Sulfonates with Arylboronic Acids [J].
Wang, Zhan-Yong ;
Chen, Gao-Qi ;
Shao, Li-Xiong .
JOURNAL OF ORGANIC CHEMISTRY, 2012, 77 (15) :6608-6614
[24]   N-Heterocyclic carbene-palladium(II)-1-methylimidazole complex-catalyzed Suzuki-Miyaura coupling of benzyl carbamates with arylboronic acids [J].
Wang, Xiao-Xia ;
Luo, Mao-Jun ;
Lu, Jian-Mei .
ORGANIC & BIOMOLECULAR CHEMISTRY, 2015, 13 (47) :11438-11444
[25]   RUTHENIUM COMPLEX-CATALYZED COUPLING OF VINYL HALIDES WITH OLEFINS [J].
MITSUDO, TA ;
TAKAGI, M ;
ZHANG, SW ;
WATANABE, Y .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1992, 423 (03) :405-414
[26]   Chiral vanadium complex-catalyzed oxidative coupling of arenols [J].
Sako, Makoto ;
Takizawa, Shinobu ;
Sasai, Hiroaki .
TETRAHEDRON, 2020, 76 (47)
[27]   Base promoted highly efficient copper fluorapatite catalyzed coupling of phenols with arylboronic acids under mild and ligand-free conditions [J].
Mulla, Shafeek A. R. ;
Inamdar, Suleman M. ;
Pathan, Mohsinkhan Y. ;
Chavan, Santosh S. .
RSC ADVANCES, 2012, 2 (33) :12818-12823
[28]   A highly efficient heterogeneous copper-catalyzed chlorodeboronation of arylboronic acids leading to chlorinated arenes [J].
He, Wen ;
Zhang, Rongli ;
Cai, Mingzhong .
RSC ADVANCES, 2017, 7 (02) :764-770
[29]   Copper-Catalyzed Coupling of Arylboronic Acids with Potassium Cyanate: A New Approach to the Synthesis of Aryl Carbamates [J].
Kianmehr, Ebrahim ;
Baghersad, Mohammad Hadi .
ADVANCED SYNTHESIS & CATALYSIS, 2011, 353 (14-15) :2599-2603
[30]   Palladium-catalyzed coupling of pyrazole triflates with arylboronic acids [J].
Dvorak, CA ;
Rudolph, DA ;
Ma, S ;
Carruthers, NI .
JOURNAL OF ORGANIC CHEMISTRY, 2005, 70 (10) :4188-4190