C-H Bond Functionalization of Arylpyrimidines Catalyzed by an in situ Generated Ruthenium(II) Carboxylate System and the Construction of Tris(heteroaryl)-Substituted Benzenes

被引:39
作者
Stefane, Bogdan [1 ,2 ]
Fabris, Jan [1 ,2 ]
Pozgan, Franc [1 ,2 ]
机构
[1] Univ Ljubljana, Fac Chem & Chem Technol, Ljubljana 1000, Slovenia
[2] EN FIST Ctr Excellence, Ljubljana 1000, Slovenia
关键词
C-H activation; Arylation; Pyrimidine; Carboxylate ligands; Ruthenium; PROTON-ABSTRACTION MECHANISM; MEDIATED DIRECT ARYLATION; ARYL CHLORIDES; INTRAMOLECULAR ARYLATION; REGIOSELECTIVE ARYLATION; ACTIVATION; ARENES; ALKENYLATION; HETEROARENES; HALIDES;
D O I
10.1002/ejoc.201100238
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A ruthenium(II) carboxylate catalyst, generated in situ from [RuCl2(p-cymene)](2) and 1-phenyl-1-cyclopentanecarboxylic acid (PCCA) in the presence of K2CO3, allowed activation of the C-H bond in phenyl-substituted pyrimidines and their direct functionalization with both electron-deficient and electron-rich aryl halides. The scope of this process can be extended to the use of heteroaryl bromides and less reactive aryl chlorides. This Ru-II-PCCA complex constitutes a better catalytic system in comparison to other carboxylates.
引用
收藏
页码:3474 / 3481
页数:8
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