Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 77, Issue 2, Pages 1191-1197Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo2023312
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Funding
- NSFC [20742002]
- Natural Science Foundation of Jiangsu Province [BK 2007132]
- Jiangsu Education Committee [08QLT001]
- Xuzhou Normal University [08XLR07]
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Benzo[f]pyrido[1,2-a]indole-6,11-diones been synthesized in high yields by copper(II)-catalyzed three-component reactions of acyl bromide, I,4-naphthoquinone, and pyridine (or isoquinoline) via sp(2)-C-H difunctionalization of naphthoquinone followed by intramolecular cydization and oxidative aromatization. In an attempt to expand the reaction scope and to help clarify the reaction mechanism, 1,3-dicarbonyl compounds are used in place of acyl bromides to take part in this reaction, and the benzo[f]pyrido[1,2-a]indole-6,11-diones derivatives are also obtained in excellent yields.
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