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Document Type:Latin Dissertation
Language of Document:English
Record Number:55456
Doc. No:TL25410
Call number:‭1473393‬
Main Entry:Maya Chen Wai
Title & Author:Microwave-irradiated benzoylation reactions and coupling reactionsMaya Chen Wai
College:Tennessee State University
Date:2009
Degree:M.S.
student score:2009
Page No:119
Abstract:In this thesis paper, three new procedures for benzoylation reactions were developed using microwave heating. Benzoylation is an important organic transformation and has many applications for developing cyclooxygenase (COX) inhibitors like non-steroidal anti-inflammatory drugs (NSAIDs). The procedures that were developed are based on literature review of other research groups and the previous work and successes of former graduate students. One of the procedures that was developed is C-benzoylation utilizing a Lewis acid catalyst, aluminum chloride, in a solvent-free system. Another procedure that was developed is solvent-free, N-benzoylation without the aid of any catalyst. These C-benzoylation and N-benzoylation procedures are solvent-free and therefore, more environmentally friendly. Finally palladium-catalyzed cross-coupling reactions between potassium phenyltrifluoroborates and benzoyl chlorides were explored for optimal conditions. All these reactions utilize microwave irradiation to maximize transformation, obtain high yield, and have reduced reaction time compared to conventional heating methods. Successful C-benzoylation and N-benzoylation transformations were reported with the percent yields in the results tables. The products were analyzed and confirmed by gas chromatography - mass spectrometry (GC - MS), proton ( 1 H NMR), and carbon-13 ( 13 C NMR) nuclear magnetic resonance methods.
Subject:Pure sciences; Aluminum chloride catalyst; Benzophenone; Benzoylation; Microwave; Palladium catalyst; Phenyl vinyl trifluoroborate; Organic chemistry; 0490:Organic chemistry
Added Entry:M. Al-Masum
Added Entry:Tennessee State University