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Construction of CC, CN and CO Bonds on sp 2 / sp 3 Carbon

via Radical Pathway

A dissertation submitted in partial fulfillment for the degree of Doctor of Philosophy

Submitted by

Bilal Ahmad Mir Roll No. 146122034

Department of Chemistry

Indian Institute of Technology Guwahati Guwahati-781039, Assam, India

February, 2020

Abstract-TH-2287_146122034

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Abstract

The contents of this thesis have been divided into five chapters based on the results of experimental works performed during the complete course of the research period. The introductory chapter of the thesis presents an overview of the construction of C-C, and C-X (C-N, C-O) bonds via the intermediacy of radicals. All the other chapters emphasize on C-C, C-N and C-O bond formations on sp2 / sp3 carbon via a radical pathway involving oxidizing agents. These bond formations (C-C, C-N and C-O) have been achieved via metal-free or metal-catalyzed radical addition and radical substitution. Chapter II describes the copper- catalyzed differential peroxidation of the terminal and internal alkenes using tertiary butyl hydroperoxide. Chapter III demonstrates tert-butyl nitrite mediated differential functionalizations of internal alkenes as paths to furoxans and nitroalkenes. Chapter IV illustrates the tert-butyl nitrite mediated nitro-nitratosation of internal alkenes. Chapter V deals with iron (III)-catalyzed peroxide-mediated C-3 functionalizations of flavones. Each of these chapters comprises of seven subsections which include introduction, literature reports, present work, experimental section, references, spectral data and some selected spectra.

Abstract-TH-2287_146122034

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