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Title: C H Functionalization of Imidazo Heterocycles and Exploration of Imidazolium Supported Benzotriazole Reagent for Selective Organic Transformations
Researcher: Shakoor S M Abdul
Keywords: Chemistry
Chemistry Organic
Physical Sciences
University: Birla Institute of Technology and Science
Completed Date: 2017
Abstract: Synthesis and functionalization of aza-fused heterocycles are considerd as most valuable targets in synthetic chemistry because of their broad range of applications in the field of medicinal and material chemistry. The thesis entitled C-H Functionalization of Imidazo-Heterocycles and Exploration of Imidazolium-Supported Benzotriazole Reagent for Selective Organic Transformations deals with the functionalization of imidazo[1,2-a]pyridine (IP) scaffold via conventional heterocyclization, metal-catalyzed C-H activation and metal-free oxidative coupling reactions. In addition, the thesis systematically documents the synthesis and exploration of novel imidazolium-supported benzotriazole reagent as carboxylic acid activator. The thesis is divided into six chapters. newlineThe first chapter of the thesis presents a brief description on recent C-H functionalization reaction on imidazo[1,2-a]pyridine, providing a momentary look of imidazo[1,2-a]pyridine based works conducted by synthetic chemists in the past. newlineThe second chapter of thesis presents a microwave-assisted strategy for the synthesis of imidazo[1,2-a]pyridyl appended quinoxalin-2(1H)-ones. The desired products were synthesized by reacting prior synthesized imidazo[1,2-a]pyridine-3-glyoxalates and ortho-phenylene diamine using montmorillonite K-10 under solvent-free condition or Yb(OTf)3 in THF. This Hinsberg heterocyclization reaction showcased good compatibility with a wide variety of substituted imidazo[1,2-a]pyridines resulting in the formation of described products in 20-82% yields, under environmentally being reaction conditions. newlineThe third chapter of the thesis describes a significant exploration of transition metal-catalyzed strategies towards the direct synthesis of functionalized imidazo-heterocycles. The chapter is divided into two parts: Part A: presents the copper-catalyzed direct aerobic cross-dehydrogenative coupling of imidazo-heterocycles and aryl acetaldehydes, synthesizing dicarbonylated imidazo-heterocycles in 55-85% yields. The scope of the reactio
Pagination: 259p.
Appears in Departments:Chemistry

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