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The Chemical Educator
ISSN: 1430-4171 (electronic version)
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, nmerbouh@sfu.ca
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: nmerbouh@sfu.ca)
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