LIGHT-DRIVEN STRATEGIES FOR THE GENERATION OF N-OXAZOLIDINONE RADICALS AND THE SYNTHESIS OF NON-STEROIDAL ANTI-INFLAMMATORY DRUGS
type: CreativeWork
description: Recent advances in radical chemistry have opened new opportunities in synthetic methodology, enabling the resolution of challenges that more conventional methodologies have historically encountered. This PhD thesis work aims to investigate two different research topics as outlined in Figure I: (A) the light-promoted regioselective addition of novel N-oxazolidinone radicals to arenes and heteroarenes, achieved under both photocatalytic and photocatalyst-free conditions in batch and continuous-flow systems; and (B) the application of the photo-Favorskii rearrangement as a key step in the synthesis of active pharmaceutical ingredients (APIs) under continuous and scalable reaction conditions. In particular, Chapter 1 provides an overall introduction to the main topics encountered in this work, namely photochemistry and flow chemistry, outlining their fundamental principles and relevance in modern synthetic chemistry. Chapter 1.1, focused on the former, introduces the fundamental concepts of photochemistry and then specifically addresses photoredox catalysis, highlighting its role as a powerful and versatile strategy for enabling redox reactions under mild conditions through visible-light activation. This is followed by a section devoted to electron donor–acceptor (EDA) complexes, emphasizing their formation, photochemical behaviour, and synthetic applications. Subsequently, intramolecular rearrangements are discussed, illustrating how photoinduced processes can promote structural reorganizations with high efficiency and selectivity. Chapter 1.2 introduces flow chemistry, presenting continuous-flow methodologies as an effective alternative to traditional batch processes. It discusses the key parameters governing flow systems and highlights the main advantages of flow chemistry, including enhanced scalability and reproducibility. Finally, the integration of photochemical transformations within flow reactors is addressed, emphasizing how the combination of light-driven rea…
abstract: Recent advances in radical chemistry have opened new opportunities in synthetic methodology, enabling the resolution of challenges that more conventional methodologies have historically encountered. This PhD thesis work aims to investigate two different research topics as outlined in Figure I: (A) the light-promoted regioselective addition of novel N-oxazolidinone radicals to arenes and heteroarenes, achieved under both photocatalytic and photocatalyst-free conditions in batch and continuous-flow systems; and (B) the application of the photo-Favorskii rearrangement as a key step in the synthesis of active pharmaceutical ingredients (APIs) under continuous and scalable reaction conditions. In particular, Chapter 1 provides an overall introduction to the main topics encountered in this work, namely photochemistry and flow chemistry, outlining their fundamental principles and relevance in modern synthetic chemistry. Chapter 1.1, focused on the former, introduces the fundamental concepts of photochemistry and then specifically addresses photoredox catalysis, highlighting its role as a powerful and versatile strategy for enabling redox reactions under mild conditions through visible-light activation. This is followed by a section devoted to electron donor–acceptor (EDA) complexes, emphasizing their formation, photochemical behaviour, and synthetic applications. Subsequently, intramolecular rearrangements are discussed, illustrating how photoinduced processes can promote structural reorganizations with high efficiency and selectivity. Chapter 1.2 introduces flow chemistry, presenting continuous-flow methodologies as an effective alternative to traditional batch processes. It discusses the key parameters governing flow systems and highlights the main advantages of flow chemistry, including enhanced scalability and reproducibility. Finally, the integration of photochemical transformations within flow reactors is addressed, emphasizing how the combination of light-driven rea…
author: FERRARIO, SARA
language: eng
keywords: Settore CHEM-05/A - Chimica organica
date published: 2026-01-26
date modified: 2026-07-27T20:18:46Z
provider: Università degli Studi di Milano
publisher: Networked Digital Library of Theses and Dissertations
type: WebPage
source organization: Università degli Studi di Milano

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property ID: Handle
value: https://hdl.handle.net/2434/1212976