New insights into scale up processing and C-S bond formation reactions

This thesis describes the development of a new microwave-mediated methodology for C–S bond formation and the issues regarding scaling up heterocyclic transformations. Chapter 1 provides an overview on the current understanding of microwave-mediated synthesis and on the use of microwave technology in...

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Bibliographic Details
Main Author: Fusillo, Vincenzo
Published: Cardiff University 2012
Subjects:
Online Access:http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.567295
Description
Summary:This thesis describes the development of a new microwave-mediated methodology for C–S bond formation and the issues regarding scaling up heterocyclic transformations. Chapter 1 provides an overview on the current understanding of microwave-mediated synthesis and on the use of microwave technology in copper- and palladium-mediated synthesis. A separate part is dedicated to the current advancements in the use of flow reactors within the chemical community. Chapter 2 describes the application of the current batch and continuous flow technology for the scale-up of selected heterocyclic transformations, starting with the well known Bohlmann- Rahtz pyridine synthesis and moving to other reactions, including pyrimidine and Hantzsch dihydropyridine synthesis. Chapter 3 describes the development of a new methodology for the microwave-mediated C–S bond formation, starting from an investigation on the current available methods and moving to the application of new methodology to the synthesis of a library of compounds. Further application was found in the synthesis of a drug candidate with anti-ageing properties and in the synthesis of a new class of anti-HIV compounds.