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 di...

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Published inJournal of chemical research Vol. 39; no. 8; pp. 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 Journal Article
LanguageEnglish
Published LONDON Sage 01.08.2015
Sage Publications Ltd
Subjects
Aldehydes
Chemistry
Chemistry, Multidisciplinary
Condensation
Crystal structure
Derivatives
Diffraction
Ketones
Physical Sciences
Science & Technology
Synthesis
X-rays
acridone
tetraketones
SCOPE
L-proline
synthesis of aromatic aldehydes
CONDENSATION
AGENTS
synthesis of ketones
xanthenes
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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.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
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ISSN:1747-5198
2047-6507
DOI:10.3184/174751915X14377428213215