Selective Sequential Cross-Coupling Reactions on Imidazole towards Neurodazine and Analogues

被引：12
|
作者：
Recnik, Lisa-Maria [1 ]
Abd El Hameid, Mohammed [2 ]
Haider, Maximilian [1 ]
Schnuerch, Michael [1 ]
Mihovilovic, Marko D. [1 ]
机构：
[1] Vienna Univ Technol, Inst Appl Synthet Chem, A-1060 Vienna, Austria
[2] Cairo Univ, Fac Pharm, Cairo, Egypt
来源：
SYNTHESIS-STUTTGART | 2013年 / 45卷 / 10期
关键词：
heterocycles; cross-coupling; palladium; regioselectivity; homogeneous catalysis; SUZUKI-MIYAURA REACTIONS; PLURIPOTENT STEM-CELLS; ONE-POT SYNTHESIS; SMALL MOLECULES; HALOGENATED NITROGEN; DIFFERENTIATION; CATALYST; 1,2-DIKETONES; GENERATION; ARYLATION;
D O I：
10.1055/s-0032-1316906
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Polysubstituted imidazoles represent a common structural motif in bioactive molecules. A modular and flexible strategy towards 2,4,5-triarylated imidazoles is reported applying a Suzuki-Miyaura cross-coupling protocol. Employing 1-protected 2,4,5-tribromoimidazole as starting material, both stepwise and one-pot protocols towards the title compounds are disclosed. The utility of the approach was demonstrated by synthesizing neurodazine, a biologically active molecule affecting neuronal cell differentiation.
引用
收藏
页码：1387 / 1405
页数：19
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