Microwave-enhanced synthesis of 2,3,6-trisubstituted pyridazines: application to four-step synthesis of gabazine (SR-95531)

被引：14

作者：

Gavande, Navnath ^{[1
]}

Johnston, Graham A. R. ^{[2
]}

Hanrahan, Jane R. ^{[1
]}

Chebib, Mary ^{[1
]}

机构：

[1] Univ Sydney, Fac Pharm, Sydney, NSW 2006, Australia

[2] Univ Sydney, Dept Pharmacol, Adrien Albert Lab Med Chem, Sydney, NSW 2006, Australia

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2010年 / 8卷 / 18期

关键词：

AMINOBUTYRIC-ACID GABA; A ANTAGONISTS; FUNCTIONALIZED; 3-AMINOPYRIDAZINES; ACETYLCHOLINESTERASE INHIBITORS; CARBON NUCLEOPHILES; ORGANIC-SYNTHESIS; RECEPTOR-SITE; DERIVATIVES; AMINOPYRIDAZINES; AGONISTS;

D O I：

10.1039/c0ob00004c

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Microwave-enhanced, highly efficient protocols for the synthesis of synthetically and biologically important 2,3,6-trisubstituted pyridazine architectures have been developed by sequential amination/Suzuki coupling/alkylation reactions. This powerful strategy is an economical and highly chemoselective protocol for the synthesis of diversified pyridazines. The total synthesis of gabazine (SR-95531) has been achieved using a versatile strategy in four steps and 73% overall yield.

引用

页码：4131 / 4136

页数：6

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