Date of Graduation
2015
Document Type
Thesis
Degree Type
MS
College
Eberly College of Arts and Sciences
Department
Chemistry
Committee Chair
Jessica Hoover
Committee Co-Chair
Jessica Hoover
Committee Member
Carsten Milsmann
Committee Member
Bjorn Soderberg
Abstract
Compared with the prefunctionalized substrates in traditional cross-coupling reactions, carboxylic acid derivatives are easier to handle and commercially available in a broad scope, making them ideal starting materials to build biaryl structures. Copper has been demonstrated to decarboxylate carboxylic acids. There are also several examples of copper-mediated oxidative coupling reactions with two nucleophilic components. However, the copper-mediated direct C-H trifluoromethylation and arylation of heteroarenes with trifluoroacetic acid and benzoic acids is still challenging.;This thesis is divided into three chapters. Chapter I and Chapter II will describe copper-mediated oxidative decarboxylative trifluoromethylation of C-H bonds, including heteroarenes and arenes bearing a directing group, with trifluoroacetic acid as the trifluoromethylating reagent. Chapter III will focus on the catalytic synthesis of biaryl structures by copper-catalyzed decarboxylative cross-coupling with benzoic acids and benzoxazoles.
Recommended Citation
Ju, Lin, "Copper-Mediated Oxidative Decarboxylative Coupling Reactions: Trifluoromethylation of Heteroarene C-H bonds with Trifluoroacetic Acid as the CF3 Source and C-H Arylation of Benzoxazoles with Benzoic Acids" (2015). Graduate Theses, Dissertations, and Problem Reports. 5913.
https://researchrepository.wvu.edu/etd/5913