l -Proline-Catalysed the Synthesis of Aromatic Aldehydes and Ketones and their Acridione Derivatives at Room Temperature

A series of xanthene derivatives were prepared from cyclohexane-1,3-dione and aromatic aldehydes through Knoevenagel-Michael and cyclisation reactions in methanol:ethanol mixture (1:1), catalysed by a very small amount of l-proline at room temperature. Isomeric tetraketones were synthesised from dim...

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Bibliographic Details
Published in:Journal of chemical research 2015-08, Vol.39 (8), p.445-450
Main Authors: Wang, Fang-Ming, Bao, Dan, Hu, Bing-Xiang, Zhou, Ze-Yu, Huang, Deng-Deng, Chen, Li-Zhuang, Liu, Yang-Mei
Format: Article
Language:English
Subjects:
Aldehydes
Condensation
Crystal structure
Derivatives
Diffraction
Ketones
Synthesis
X-rays
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Summary:A series of xanthene derivatives were prepared from cyclohexane-1,3-dione and aromatic aldehydes through Knoevenagel-Michael and cyclisation reactions in methanol:ethanol mixture (1:1), catalysed by a very small amount of l-proline at room temperature. Isomeric tetraketones were synthesised from dimedone and aromatic aldehydes under the same condition. Condensation of them with amines gave acridione derivatives. The crystal structure of an acridione was obtained and determined by X-ray single-crystal diffraction.
ISSN:1747-5198
2047-6507
DOI:10.3184/174751915X14377428213215