This thesis reports the latest developments in the direct amination of various C-H bonds using an H-Zn exchange/electrophilic amination strategy. McDonald and co-workers reveal this approach to be a rapid and powerful method for accessing a variety of functionalized amines. The material outlined in this book shows how McDonald achieved C-H zincation using strong, non-nucleophilic zinc bases and subsequent electrophilic amination of the corresponding zinc carbanions with copper as a catalyst and O-benzoylhydroxylamines as the electrophilic nitrogen source. McDonald's findings are of relevance to medicinal chemistry, drug discovery and materials science. Her thesis is a source of inspiration for scientists entering the field and students beginning their PhD in a related area.
Electrophilic amination for the synthesis of alkyl and aryl amines.- Selective alpha-amination and alpha-acylation of esters and amides via dual reactivity of O-acylhydroxylamines toward zinc enolates.- Copper-catalyzed alpha-amination of phosphonates and phosphine oxides: a direct approach to alpha-amino phosphonic acids and derivatives.- Copper-Catalyzed Electrophilic Amination of Heteroarenes and Arenes by C-H Zincation.