Highly Regioselective Synthesis of Novel 4-O-Phosphorylated Paeonol Analogs

Abstract

4-O-phosphorylated paeonol derivatives were conveniently prepared by a facile method. Resacetophenone was prepared by the Friedel–Crafts acylation reaction of acetic acid with resorcinol. It was then phosphorylated regioselectively at the 4-O position using the Atherton–Todd reaction. An efficient, highly regioselective method to synthesize 4-O-phosphorylated paeonol derivatives is provided, and the approach has the merits of mild reaction conditions.

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GRAPHICAL ABSTRACT

Keywords:

• Resacetophenone
• phosphorylation
• paeonol
• Atherton–Todd reaction

Acknowledgments

We are grateful to the National Natural Science Foundation of China (Nos. 20972143, 20732004, 20972130), the Natural Science Foundation of Henan Province Educational Committee, China (No. 2010 A150021), and the Foundation of Xuchang University (No. 2012064) for financial support.