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Hai-shan Jin

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Organization: Jiangsu Normal University
Department: School of Chemistry and Chemical Engineering, and Jiangsu Key Laboratory of Green Synthetic Chemistry for Functional Materials
Title:
Catalyst-free Mannich reaction of hydroxyanthraquinone: facile access to emodin Mannich bases and anthraoxazines
Co-reporter:Li-Ming Zhao, Li-Ming Zhang, Feng-Yan Ma, Xiang-Shan Wang, Hai-Shan Jin
Tetrahedron Letters 2013 Volume 54(Issue 22) pp:2802-2805
Publication Date(Web):29 May 2013
DOI:10.1016/j.tetlet.2013.03.059
A simple and efficient method for derivatization of hydroxyanthraquinone natural product emodin through catalyst-free Mannich reaction is described. The method allows the modification of emodin skeleton at 2-position. This new derivatization strategy to emodin provides a clear advantage over traditional approaches, due to its easy operation and efficiency that does not involve the protection and deprotection.Reaction of emodin and aldehyde with amines under catalyst-free conditions leads to the formation of emodin Mannich bases and anthraoxazines, respectively, in a simple manner.
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