Exploration of newer strategies for the construction of C-C and C-Heteroatom bonds under metal and metal-free conditions
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Date
2018
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Abstract
The contents of the thesis have been divided into six chapters based on the results of experimental works performed during the complete course of the research period. The Chapter I / introductory chapter of the thesis presents an overview of the newer methodologies such as CH bond functionalisation, cross-dehydrogenative coupling and other newer strategies leading to the formation of CC and Cheteroatom bonds under metal and metal-free conditions. Chapter II describes a copper (II) catalysed o-benzoxylation of 2-phenylpyridines using benzylamines as the arylcarboxy (ArCOO-) surrogates. Differential reactivities and selectivities of Cu and Pd catalysts have been demonstrated in the reactions of benzylamines with 2-phenylpyridines. Various benzylamines were utilized as the new arylcarboxy (ArCOO-) surrogate in the presence of Cu(OAc)2 as the catalyst and TBHP as the oxidant. Chapter III illustrates the use of benzyl bromides as the new aroyl (ArCO-) surrogates towards substrate directed o-aroylation via C-H bond activation. An oxidative cross-coupling between directing substrates (2-aryl pyridines / benzo[h]quinoline) and benzyl bromides via the combined effect of oxidants TBHP and NMO, catalysed by Pd(II) has been described. The in situ generated benzaldehyde originating from benzyl bromide is the active aroylating source for this carbo-acylation process.
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Supervisor: Bhisma K. Patel
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CHEMISTRY