Abstract
A new route for the synthesis of ipriflavone, an antiosteoporotic agent, is described that has four steps and 60% yields starting from resacetophenone (2). The key step of the present methodology is thallium(III) p-tosylate mediated oxidative 2,3-aryl rearrangement of flavanone to generate the isoflavone ring system of ipriflavone in a highly efficient manner.
ACKNOWLEDGMENTS
The authors are grateful to the International Foundation of Science, Sweden, and the State Committee on Science, Technology, and Environment, Thiruvananthapuram, Government of Kerala, India, for financial support.