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Mild and Efficient One-Pot Synthesis of Diverse Flavanone Derivatives via an Organocatalyzed Mannich-Type Reaction

Srinivasu V. N. Vuppalapati, Likai Xia, Naushad Edayadulla, Yong Rok Lee*

*School of Chemical Engineering, Yeungnam University, Gyeongsan 712-749, South Korea, Email: yrleeyu.ac.kr

S. V. N. Vuppalapati, L. Xia, N. Edayadulla, Y. R. Lee, Synthesis, 2014, 46, 465-474.

DOI: 10.1055/s-0033-1340466


Abstract

A facile ethylenediamine diacetate (EDDA)-catalyzed one-pot reaction of 2-hydroxyacetophenones, aromatic aldehydes, and aniline provides a rapid access to biologically interesting flavanone derivatives via a Mannich-type reaction. To demonstrate this method, several biologically interesting natural products bearing a flavanone moiety were synthesized.

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Key Words

chromanones, aldehydes, ketones, Mannich bases, Michael addition, cycloaddition


ID: J66-Y2014