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Tandem Oxidation Processes using Manganese Dioxide

Wilfred, Cecilia Devi (2004) Tandem Oxidation Processes using Manganese Dioxide. PhD thesis, Universiti Teknologi Petronas.

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Abstract

This thesis is concerned with new applications of tandem oxidation processes (TOP) involving manganese dioxide. Chapter I reviews the background to the in situ manganese dioxide-oxidation and TOP, and outlines the objectives of this research. Chapter 2 describes the application of TOP methodology to a formal synthesis of a bioactive natural product, podoscyphic acid (96), which has an unusual y,o-dioxoacrylate moiety. In Chapter 3, novel TOP methodologies for synthesising heterocycles are discussed. 2-Substituted benzoimidazoles and related compounds were synthesised directly from alcohols (Eq.l) using an in situ alcohol oxidation-imine formationaromatisation sequence PI Quinolines and their reduced derivatives were prepared by in situ alcohol oxidation-imine formation intramo]ccularly (Eq. 2). 6-Membered rings with two heteroatoms, i.e. quinoxalines and dihydropyrazines were prepared by in situ oxidation-imine formation of u-hydroxyketones with I ,2-diamines (Eq. 3). This methodology was further elaborated with oxidation and reduction sequences to give pyrazines and piperazines, respectivcly[2l.ll I Chapter 4 extended the TOP methodology by using ammonia as the nuclcophile for the in situ oxidation-trapping giving a direct route from alcohols to nitriles (Eq. 4)[41

Item Type: Thesis (PhD)
Academic Subject : Academic Department - Chemical Engineering - Material Development
Subject: T Technology > TP Chemical technology
Divisions: Engineering > Chemical
Depositing User: Users 2053 not found.
Date Deposited: 30 Sep 2013 16:55
Last Modified: 25 Jan 2017 09:47
URI: http://utpedia.utp.edu.my/id/eprint/8036

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