A Practical Synthesis of the Flavone, Scutellarein. (March 2017)

• Record Type: Journal Article
• Authors: Wang, Qian; Liao, Xia-li; Xiang, Cheng; Yang, Jian
• Is Part Of: Journal of chemical research. Volume 41:Number 3(2017)
• Page Start: 157
• Page End: 159
• Publication Date: 2017-03
• Subjects: scutellarein -- 2, 6-dimethoxy-1, 4-benzoquinone -- Friedel-Crafts acetylation -- Claisen-Schmidt condensation; Chemistry -- Research -- Periodicals; Chemistry -- Periodicals; 540.5
• DOI: 10.3184/174751917X14873588907765
• Languages: English
• ISSNs: 1747-5198

Abstract

A practical and economical five-step synthesis of the flavone scutellarein has been achieved in 60% overall yield using the available and cheap 2, 6-dimethoxy-1, 4-benzoquinone as starting material. The reaction sequence involved reduction to the corresponding quinol, Friedel-Crafts acetylation, Claisen-Schmidt condensation with p-methoxybenzaldehyde, cyclisation and demethylation. The procedure is operationally simple and amenable to scale-up synthesis.