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

页码：1387 / 1405

页数：19

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