Date of Completion
Photoredox Catalysis, Nitroxides, Visible-Light Energy, Oxidative Transformations, Amides, Nitriles, Carboxylic Acids, Thiazolidine-2-thiones, Phenols
Nicholas E. Leadbeater
Ashis K. Basu
Mark W. Peczuh
Anwar B. Beshir
Field of Study
Doctor of Philosophy
With the growing demand for green and sustainable chemistry, it is imperative to develop novel catalytic methods that involve mild conditions and less toxic reagents. Described herein, is a new paradigm for oxidation and oxidative functionalization methodologies by harvesting visible-light energy. It consists of a dual catalytic system of an environmentally friendly oxidant, 4-acetoamido-2,2,6,6-tetramethylpiperidine N-oxyl (also known as ACT) with photoredox catalysis. The integration of these two forms of catalysis has been realized for the oxidative amidation of aldehydes, furnishing N-acylated heterocycles. Extension of this process to the oxidative amidation of alcohols via the intermediacy of an aldehyde has been successfully pursued in one-pot two-step process, thus offering a general oxidation platform. The applicability of the devised system has been demonstrated for the synthesis of nitriles, amidation of amines, and synthesis of carboxylic acids.
Nandi, Jyoti, "Exploration of Novel Catalytic Methods: Merging Nitroxides and Visible-Light Energy to Perform Oxidative Functionalization Reactions" (2020). Doctoral Dissertations. 2583.
Available for download on Saturday, July 24, 2021