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Cyclisation of Propargyl and Allyl Amides: Syntheses of Oxazolines

Alhalib, Ali (2015) Cyclisation of Propargyl and Allyl Amides: Syntheses of Oxazolines. Doctoral thesis, University of Huddersfield.

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This thesis describes several approaches to the synthesis of dihydrooxazoles (oxazolines) by
the cyclisation of unsaturated amides.
The first major approach to the synthesis of substituted dihydrooxazoles is the CuI-catalysed
cycloisomerisation of terminal propargyl amides. The reaction has been shown to have good substrate scope and experiments to delineate the mechanism have been performed. Substrates containing a benzylic methylene were oxidised to the ketone under the reaction conditions.

The second major focus of this thesis is the cyclisation of N-alkenylamides catalysed by
iodoarenes under oxidative conditions. Dihydrooxazoles were prepared by this route with a
range of substitution patterns in good yields.

Item Type: Thesis (Doctoral)
Subjects: Q Science > QD Chemistry
Schools: School of Applied Sciences
Depositing User: Elizabeth Boulton
Date Deposited: 20 Apr 2015 11:47
Last Modified: 20 Aug 2016 22:36


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