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The Chemical Educator

ISSN: 1430-4171 (electronic version)

Table of Contents

Abstract Volume 23 (2018) pp 203-209

Rapid Access to Licochalcone Type Derivatives in the Undergraduate Laboratory Setting (Part I)

Shane Harrypersad, Hamel Tailor, David Ester, Aryan Houshmand, Annica Chu and Nabyl Merbouh*

Department of Chemistry, Simon Fraser University, Burnaby, BC, V5A 1S6, Canada,
Received June 26, 2018. Accepted July 24, 2018.

Published: 5 October 2018

Abstract. Introducing undergraduate students to a safe and reliable Claisen rearrangement is now essential considering the ubiquity of this reaction in the literature and in introductory organic chemistry theory. While this reaction often requires long reaction times which are generally incompatible with the time allocated to an undergraduate laboratory, this reaction could be readily shortened and made safer using microwave irradiation. Using the syntheses of naturally occurring licochalcone A analogues as substrates to demonstrate such a reaction was shown to be ideal as chalcone chemistry is an integral part of many undergraduate chemistry teaching laboratories.

Key Words: Laboratories and Demonstrations; organic chemistry; chalcone; microwave irradiation; Claisen rearrangement; Aldol condensation

(*) Corresponding author. (E-mail:

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