Publication Date

2012

Document Type

Thesis

Committee Members

Eric Fossum (Committee Member), Vladimir Katovic (Committee Member), Daniel Ketcha (Advisor)

Degree Name

Master of Science (MS)

Abstract

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.

Page Count

82

Department or Program

Department of Chemistry

Year Degree Awarded

2012


Included in

Chemistry Commons

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