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
收藏
页码：4131 / 4136
页数：6
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