Date of Completion
7-24-2020
Embargo Period
7-24-2021
Keywords
Photoredox Catalysis, Nitroxides, Visible-Light Energy, Oxidative Transformations, Amides, Nitriles, Carboxylic Acids, Thiazolidine-2-thiones, Phenols
Major Advisor
Nicholas E. Leadbeater
Associate Advisor
Ashis K. Basu
Associate Advisor
Mark W. Peczuh
Associate Advisor
Alfredo Angeles-Boza
Associate Advisor
Anwar B. Beshir
Field of Study
Chemistry
Degree
Doctor of Philosophy
Open Access
Open Access
Abstract
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.
Recommended Citation
Nandi, Jyoti, "Exploration of Novel Catalytic Methods: Merging Nitroxides and Visible-Light Energy to Perform Oxidative Functionalization Reactions" (2020). Doctoral Dissertations. 2583.
https://digitalcommons.lib.uconn.edu/dissertations/2583