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RESEARCH ARTICLE
Contents Vol 68(7)

Phase Transfer Catalysis Extends The Scope of The Algar–Flynn–Oyamada Synthesis of 3-Hydroxyflavones

Duong Nhu A B , Bill C. Hawkins A B D and Christopher J. Burns A B C E
+ Author Affiliations
- Author Affiliations

A ACRF Chemical Biology Division, Walter and Eliza Hall Institute of Medical Research, 1G Royal Parade, Parkville, Vic. 3052, Australia.

B Department of Medical Biology, The University of Melbourne, Vic. 3010, Australia.

C School of Chemistry, The Bio21 Institute, The University of Melbourne, Vic. 3010, Australia.

D Current address: Department of Chemistry, University of Otago, PO Box 56, Dunedin, New Zealand.

E Corresponding author. Email: burns@wehi.edu.au

Australian Journal of Chemistry 68(7) 1102-1107 https://doi.org/10.1071/CH14620
Submitted: 16 October 2014  Accepted: 21 November 2014   Published: 23 March 2015

Abstract

The Algar–Flynn–Oyamada reaction is the classical method to synthesize 3-hydroxyflavones from chalcones. Despite its relative simplicity, the reaction has several drawbacks including variable and often low product yields. We have found that phase transfer catalysis improves the yields and expands the scope of the Algar–Flynn–Oyamada reaction of a series of 4-benzyloxy-2-hydroxy chalcones.


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