Degree Type

Dissertation

Date of Award

2010

Degree Name

Doctor of Philosophy

Department

Chemistry

First Advisor

George A. Kraus

Abstract

First part of this work details the use of phosphazene base P4t–Bu mediated cyclodehydration towards the synthesis of heterocycles like 5,6–dihydroindolo[2,1–a]isoquinolines and 2,3–diarylbenzo[b]furans. This work also report the use of P4t–Bu for the total syntheses of O–methylcryptaustoline iodide and amurensin H. Both total syntheses feature P4t–Bu mediated cyclodehydration as the key steps towards the completion of the syntheses.

The second part of this work is dedicated towards the synthetic efforts to develop pyrido[2,3–d]pyrimidines as effective abelson kinase inhibitors. We successfully identified compounds with comparable or higher kinase inhibitory activity than Imatinib. We also successfully developed compounds which are more aqueous soluble than PD173955, an issue which has limited its use as a drug.

The third and final part of this work describes a novel and divergent methodology developed towards the syntheses of flavonoids like aurones, flavones and flavonols. This methodology describes the synthesis of a benzofuran derivative and a chromone intermediate which can be used to synthesis libraries of aurones and flavones in one step sequence respectively.

Copyright Owner

Vinayak Gupta

Language

en

Date Available

2012-04-30

File Format

application/pdf

File Size

148 pages

Included in

Chemistry Commons

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