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Article << Previous     |     Next >>   Contents Vol 65(10)

Oxidative Dimerisation of Isoflavones: Synthesis of Kudzuisoflavone A and Related Compounds*

Mandar Deodhar A , Kasey Wood A , David StClair Black A and Naresh Kumar A B

A School of Chemistry, The University of New South Wales, Sydney, NSW 2052, Australia.
B Corresponding author. Email: n.kumar@unsw.edu.au

Australian Journal of Chemistry 65(10) 1377-1383 http://dx.doi.org/10.1071/CH12108
Submitted: 20 February 2012  Accepted: 12 April 2012   Published: 20 June 2012


 
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Abstract

Kudzuisoflavone-A was successfully synthesised via oxidative dimerisation of daidzein in the presence of cuprous chloride. Appropriately substituted isoflavones also undergo regioselective oxidative dimerisation when treated with thallium trifluoroacetate to give novel 6′,6′″-biisoflavones in good yield. A rationale for the regioselectivity is proposed.





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