Eric Fossum (Committee Member), Vladimir Katovic (Committee Member), Daniel Ketcha (Advisor)
Master of Science (MS)
Using the traditional catalyst, aluminum chloride in stoichiometric amounts, 3-alkyl-1-(phenylsulfonyl)indoles can be regioselectively acylated under Friedel-Crafts conditions at the C-6 position along with 10% of a minor isomer at the C-5 position. Alternatively, using catalytic amounts of the green catalyst, bismuth triflate, C-2 acylation was observed. Therefore, regioselectivity can be controlled by the nature of the Lewis acid catalyst. Moreover, this is the first-time that Friedel-Crafts acylation studies were demonstrated upon 3-alkyl-1-(phenylsulfonyl)indoles.
Department or Program
Department of Chemistry
Year Degree Awarded
Copyright 2012, all rights reserved. This open access ETD is published by Wright State University and OhioLINK.