期刊
ORGANIC & BIOMOLECULAR CHEMISTRY
卷 9, 期 7, 页码 2251-2257出版社
ROYAL SOC CHEMISTRY
DOI: 10.1039/c0ob00812e
关键词
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资金
- University of the Basque Country/Basque Government [GIU06/87/IT-349-07, S-PC08UN04]
- Spanish Ministry of Education and Science [MEC CTQ2010-20703]
- University of the Basque Country (UPV/EHU)
A series of novel pyrazolodibenzo[1,4]diazepines has been synthesized with good overall yields. The diarylpyrazole intermediates, with structure similarity to biologically relevant compounds such as currently marketed drugs like rimonabant or celecoxib, were prepared by a tandem sequence amine-exchange/heterocyclization starting from readily available enaminones and arylhydrazines. The key step of this efficient methodology was C-aryl-N bond construction, accomplished by a palladium-catalyzed intramolecular N-arylation reaction, which was conducted in both homogeneous and polymer-supported versions. Reaction scope of such protocols and recycling of the heterogeneous catalyst were also examined.
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